ChemicalBook > CAS DataBase List > 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one

Product Name
4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
CAS No.
91526-18-0
Chemical Name
4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
Synonyms
DMDO-OH;4-(HydroxyMethyl)-5-Methyl-[1,3]dioxol-2-one;AZATMint-D;Azilsartan Impurity 55;Azilasartan medoximil(HPLC-98.2%);4-(hidroximetil)-5-metil-1,3-dioxol-2-ona;4-(hidroxiMetil)-5-Metil-1,3-dioxol-2-one;4-(hydroxymethyl)-5-methyl-l,3-dioxol-2-one;4-(HydroxyMethyl)-5-Methyl-?,3]dioxol-2-one;4-(hydroxymethyl)-5-methyl-1,3-Diaxole-2-one
CBNumber
CB82515847
Molecular Formula
C5H6O4
Formula Weight
130.1
MOL File
91526-18-0.mol
More
Less

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one Property

Boiling point:
214℃
Density 
1.367
Flash point:
93℃
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
liquid
pka
14.54±0.10(Predicted)
color 
Pale yellow
InChI
InChI=1S/C5H6O4/c1-3-4(2-6)9-5(7)8-3/h6H,2H2,1H3
InChIKey
JEQSUJXHFAXJOW-UHFFFAOYSA-N
SMILES
O1C(C)=C(CO)OC1=O
More
Less

Safety

HS Code 
2932990090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

TCI Chemical
Product number
H1447
Product name
4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
Purity
min. 93.0 %
Packaging
1G
Price
$53
Updated
2025/07/31
TCI Chemical
Product number
H1447
Product name
4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
Purity
min. 93.0 %
Packaging
5G
Price
$160
Updated
2025/07/31
TRC
Product number
H939928
Product name
4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
Packaging
50mg
Price
$60
Updated
2021/12/16
Apolloscientific
Product number
OR927927
Product name
4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
Purity
96%
Packaging
1g
Price
$30
Updated
2021/12/16
SynQuest Laboratories
Product number
2H25-1-2V
Product name
4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
Purity
97%
Packaging
5G
Price
$176
Updated
2021/12/16
More
Less

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one Chemical Properties,Usage,Production

Description

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one is a reagent used in organic synthesis, particularly for the introduction of the non-chiral (oxodioxolenyl)methyl carbamate group to active pharmaceutical ingredients (APIs) to afford the corresponding pro-drug.

Definition

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one can be reacted with oxalyl chloride to afford (5-methyl-2-oxo-1,3-dioxol-4-yl) methylglyoxal chloride, which provides for an alternative approach to introduce the (oxodioxolenyl) methylcarbamate group.

Uses

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one is used in preparation method of key intermediate of olmesartan medoxomil.

Preparation

At 20-25°C, 50 g of 4-chloromethyl-5-methyl-1,3-dioxol-2-one and 45 g of formic acid were added to 500 mL of acetonitrile. The reaction was cooled to 10-15°C followed by 95 g of triethylamine added. The mixture was heated to 60-65°C and stirred for approximately 5-6 h. The reaction system was subsequently cooled to 15-20°C, filtered, and washed with acetonitrile. Collecting filtrate, and the acetonitrile was removed under vacuum to concentrate the solution. The reaction system was again cooled to 25-30°C, and ethyl acetate and water were added. The mixture was then stirred for approximately 15-20 minutes at 25-30°C. Finally, 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one was obtained after further purification.

Synthesis

80841-78-7

91526-18-0

Example 4 Preparation of 4-hydroxymethyl-5-methyl-1,3-dioxolan-2-one: 4-chloromethyl-5-methyl-1,3-dioxolan-2-one (50 g) was dissolved in acetonitrile (500 ml), and formic acid (45 g) was slowly added at 20-25 °C. The reaction mixture was then cooled to 10-15 °C and triethylamine (95 g) was added. The reaction system was heated to 60-65°C and the reaction was kept at this temperature with stirring for 5-6 hours. After completion of the reaction, the mixture was cooled to 15-20 °C, filtered and the filter cake was washed with acetonitrile. The filtrates were combined and the acetonitrile was removed by distillation under reduced pressure to concentrate the solution. The concentrated reaction was cooled to 25-30 °C, ethyl acetate and water were added and stirred at 25-30 °C for 15-20 minutes. The aqueous layer was separated, the aqueous layer was extracted with ethyl acetate, the organic layers were combined and washed with brine. The organic layer was separated and evaporated to dryness at 35-40°C under reduced pressure. Methanol was added to the residual oil and heated to reflux temperature. Isopropanol solution of HCl was added dropwise and the reaction was refluxed for 60-75 minutes. At the end of the reaction, it was cooled to 30-35 °C and distilled under reduced pressure to remove all solvent to give 4-(hydroxymethyl)-5-methyl-[1,3]dioxolen-2-one as an oily product (yield: 34.6 g; yield: 79%).

References

[1] Patent: WO2012/107814, 2012, A1. Location in patent: Page/Page column 14-15
[2] Patent: CN105492423, 2016, A. Location in patent: Paragraph 0741; 0742; 0743; 0744
[3] Patent: TW2016/2093, 2016, A. Location in patent: Paragraph 0323
[4] Patent: US2016/194302, 2016, A1. Location in patent: Paragraph 0413; 0414

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one Suppliers

China 237 India 10 United States 10 Global 257
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
Accela ChemBio Inc.
Tel
+1-858-6993322
Fax
(+1)-858-876-1948
Email
info@accelachem.com
Country
United States
ProdList
21193
Advantage
58
Cato Research Chemicals Inc.
Tel
+86-020-81960175-877 4000-868-328
Email
tianwen.zhan@cato-chem.com
Country
United States
ProdList
10404
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
More
Less

View Lastest Price from 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
4-(hidroximetil)-5-metil-1,3-dioxol-2-ona 91526-18-0
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-11-19
Henan Aochuang Chemical Co.,Ltd.
Product
4-(hidroximetil)-5-metil-1,3-dioxol-2-one 91526-18-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-29
Shaanxi Dideu New Materials Co. Ltd
Product
4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one 91526-18-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-03-18

91526-18-0, 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-oneRelated Search:

Azilsartan Azilsartan Impurity 1-((2'-cyanobiphenyl-4-yl)Methyl)-2-ethoxy-1H-benziMidazole-7-carboxylic acid 2-[Bis[(1,1-diMethylethoxy)carbonyl]aMino]-3-nitrobenzoic Acid Methyl Ester BENZOIC ACID, 2-[[(2'-CYANO[1,1'-BIPHENYL]-4-YL)METHYL]AMINO]-3-NITRO-METHYL ESTER Methyl 3-aMino-2-((2'-carbaMoylbiphenyl-4-yl)MethylaMino)benzoate Azilsartan Medoxomil Ethyl-3-Amino-2-[(2'-Cyanoiphenyl-4-yl) Methyl]-Amino Benzoate (Z)-2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d]iMidazole-4-carboxylic acid (Z)-Methyl 3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-4-carboxylate Azilsartan iMpurity I Methyl 2-oxo-3-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)Methyl)-2,3-dihydro-1H-benzo[d]iMidazole-4-carboxylate

  • 4-(HydroxyMethyl)-5-Methyl-[1,3]dioxol-2-one
  • 1,3-Dioxol-2-one, 4-(hydroxymethyl)-5-methyl-
  • 4-(hidroximetil)-5-metil-1,3-dioxol-2-ona
  • 4-(hydroxymethyl)-5-methyl-l,3-dioxol-2-one
  • 4-(hidroxiMetil)-5-Metil-1,3-dioxol-2-one
  • DMDO-OH
  • 4-Methyl-5-hydroxyMethyl-2-oxo-1,3-dioxol-4-ene
  • AZATMint-D
  • 4-(hidroximetil)-5-metil-1,3-dioxol-2-ona ISO 9001：2015 REACH
  • Azilsartan Impurity 55
  • Azilasartan medoximil(HPLC-98.2%)
  • 4-(hydroxymethyl)-5-methyl-2H-1,3-dioxol-2-one
  • 4- (hydroxymethyl) -5- methyl -[1,3] dioxolane -2- one
  • 4-(hydroxymethyl)-5-methyl-1,3-Diaxole-2-one
  • 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-onee-5-oxide
  • 4-(HydroxyMethyl)-5-Methyl-?,3]dioxol-2-one
  • 91526-18-0
  • 94526-18-0