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Methyl 4-methoxyacetoacetate

Product Name
Methyl 4-methoxyacetoacetate
CAS No.
41051-15-4
Chemical Name
Methyl 4-methoxyacetoacetate
Synonyms
4-Methoxyacetoacetate;Methyl4-methoxyacetate;Methyl 4-methoxy-3-oxobu;Methyl methoxyacetoacetate;Methyl 4-Methoxyacetoacetat;Dolutegravir Intermediates2;METHYL 4-METHOXYACETOACETATE;METHYL 4-METHOXYACETOXYACETATE;Methyl 3-oxo-4-methoxybutyrate;methyl 4-methoxy-3-oxobutyrate
CBNumber
CB5291234
Molecular Formula
C6H10O4
Formula Weight
146.14
MOL File
41051-15-4.mol
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Methyl 4-methoxyacetoacetate Property

Melting point:
-80℃
Boiling point:
89 °C/8.5 mmHg (lit.)
Density 
1.129 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.431(lit.)
Flash point:
193 °F
storage temp. 
Sealed in dry,Room Temperature
form 
clear liquid
pka
9.88±0.46(Predicted)
color 
Colorless to Light yellow to Light orange
Specific Gravity
1.129
BRN 
1761215
InChIKey
QGBPKJFJAVDUNC-UHFFFAOYSA-N
LogP
0.340 (est)
CAS DataBase Reference
41051-15-4(CAS DataBase Reference)
NIST Chemistry Reference
Methyl 4-methoxyacetoacetate(41051-15-4)
EPA Substance Registry System
Methyl 4-methoxyacetoacetate (41051-15-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
10
HS Code 
29189900
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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.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
281506
Product name
Methyl 4-methoxyacetoacetate
Purity
97%
Packaging
5g
Price
$101
Updated
2025/07/31
Sigma-Aldrich
Product number
281506
Product name
Methyl 4-methoxyacetoacetate
Purity
97%
Packaging
25g
Price
$207
Updated
2025/07/31
TCI Chemical
Product number
M1031
Product name
Methyl 4-Methoxyacetoacetate
Purity
>97.0%(GC)
Packaging
5g
Price
$45
Updated
2025/07/31
TCI Chemical
Product number
M1031
Product name
Methyl 4-Methoxyacetoacetate
Purity
>97.0%(GC)
Packaging
25g
Price
$125
Updated
2025/07/31
TRC
Product number
M320845
Product name
Methyl 4-Methoxyacetoacetate
Packaging
10g
Price
$165
Updated
2021/12/16
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Methyl 4-methoxyacetoacetate Chemical Properties,Usage,Production

Chemical Properties

colorless to yellow liquid

Uses

Methyl 4-Methoxyacetoacetate is a reactant in the formation of an abiotic poorphyrinogen in aqueous solution.

Uses

Methyl 4-methoxyacetoacetate has been used in generation of a small focused library of diversely functionalized dihydropyrimidine derivatives via one-pot three-component Biginelli cyclocondensation of β-ketoesters, aldehydes and (thio)ureas.

Preparation

The preparation method of a 4-methoxyl group methyl acetoacetate: add solvents tetrahydrofurane in a kettle. and pass into rare gas element, the temperature in the kettle arranging reactor is 15-25℃, industrial sodium hydride and metal alkaline compound is added under whipped state, add solvents tetrahydrofurane again, the mixed solution reaction 4-6h of methyl alcohol and 4-chloro methyl acetoacetate is dripped in less than 20℃, then be warming up to 20-25℃ and continue reaction 4-15h, TLC detection reaction is complete, reduce system temperature to 6-10℃, add the hydrochloric acid soln regulation system pH=5-7 that volumetric molar concentration is 2mol/L, stratification, after separatory, upper strata is concentrated is spin-dried for removing solvents tetrahydrofurane, then colorless product 4-methoxyl group methyl acetoacetate is obtained by wiped film molecular distillation.

Synthesis

32807-28-6

41051-15-4

The general procedure for the synthesis of methyl 4-methoxyacetoacetate from methyl 4-chloroacetoacetate is as follows: Example 1: 1. 77.4 g of 97% sodium methanol was suspended in 100 g of acetonitrile under nitrogen protection at ambient temperature. 2. 101.9 g of 97.5% methyl 4-chloroacetoacetate was slowly added dropwise through a dropping funnel over 5 to 6 minutes. The temperature rises during the reaction and the reaction temperature is maintained at 68 °C to 70 °C by cooling. 3. After the exothermic reaction had diminished, cooling was stopped and the reaction mixture was instead heated in a hot water bath at 70 °C. 4. the reaction mixture was continued to be stirred at 70 °C for 24 to 25 minutes, followed by slow addition to a cooling solution comprising 6 g of glacial acetic acid and 215 g of ice water under stirring. 5. Meanwhile, 37.4% hydrochloric acid was slowly added dropwise through a burette while the pH was monitored using a glass electrode to maintain the pH between 4.5 and 8 by adjusting the rate of titration of the reaction mixture and/or hydrochloric acid. At the end of neutralization, the pH should be controlled at 6.1 ± 0.1. 6. A total of 56.4 mL of 37.4% hydrochloric acid was used in the neutralization process and the reaction temperature was maintained at 30°C to 35°C. 7. The neutralized mixture was transferred to a separatory funnel and the organic layer was separated after standing and stratifying. 8. The aqueous layer was extracted once with 200 mL of acetonitrile and subsequently twice with 100 mL of acetonitrile each time. 9. The organic phases were combined and concentrated to constant weight on a rotary evaporator at 30°C to 35°C under 20 torr pressure. The recovered solvent can be used in the next batch. 10. The crude product is purified by distillation at 0.5 to 1.5 torr pressure at 90°C. Methyl 4-methoxyacetoacetate was obtained in 91.7% yield (based on the amount of methyl 4-chloroacetoacetate) and the purity of the product was 98.8%.

References

[1] Patent: US4564696, 1986, A
[2] Patent: US6403804, 2002, B1
[3] Patent: US4892966, 1990, A

Methyl 4-methoxyacetoacetate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl 4-methoxyacetoacetate Suppliers

Changzhou Huaren Chemical Co., Ltd
Tel
0519-88103998, 13646148298, 88103997, 88122965,88100916 13646148298
Fax
0519-88104456
Email
amy.zhou@huarenchem.com
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China
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Shanghai Boyle Chemical Co., Ltd.
Tel
021-50182298 021-50180596
Fax
+86-21-57758967
Email
sales@boylechem.com
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China
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2208
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
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China
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96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
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24529
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Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
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Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35896
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Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
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Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12000
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Shanghai Sinch Parmaceuticals Tech. Co. Ltd.
Tel
+86-21-54098501
Fax
+86-21-54096319
Email
sales@sinch.com.cn
Country
China
ProdList
11598
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64
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View Lastest Price from Methyl 4-methoxyacetoacetate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
Methyl 4-methoxyacetoacetate 41051-15-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-31
Henan Aochuang Chemical Co.,Ltd.
Product
Methyl 4-methoxyacetoacetate 41051-15-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-16
Shaanxi Didu New Materials Co. Ltd
Product
methyl 4-methoxy-3-oxobutyrate 41051-15-4
Price
US $11.10/kg
Min. Order
1kg
Purity
99.0% Min
Supply Ability
100 Tons
Release date
2025-03-27

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