ChemicalBook > CAS DataBase List > 3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Product Name
3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS No.
96551-22-3
Chemical Name
3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
Synonyms
Ethanol,7-diazenyl-;Benzene,1-ethenyl-6-nitro-;1-BOC-3-HYDROXYMETHYL-INDOLE;N-BOC-3-(HYDROXYMETHYL)INDOLE;3-(Hydroxymethyl)indole, N-BOC;3-(HYDROXYMETHYL)INDOLE, N-BOC PROTECTED;3-(HYDROXYMETHYL)-1H-INDOLE-1-CARBOXYLATE;t-butyl 3-hydroxymethylindole-1-carboxylate;3-(Hydroxymethyl)-1H-indole, N-BOC protected;3-(Hydroxymethyl)indole, N-BOC protected 98%
CBNumber
CB4401612
Molecular Formula
C14H17NO3
Formula Weight
247.29
MOL File
96551-22-3.mol
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3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Property

Boiling point:
396.0±34.0 °C(Predicted)
Density 
1.14±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform, Dichloromethane
form 
Solid
pka
14.38±0.10(Predicted)
color 
Light Brown
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

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

TRC
Product number
H946760
Product name
3-Hydroxymethyl-1H-indole-1-carboxylicAcidtert-ButylEster
Packaging
10g
Price
$285
Updated
2021/12/16
AK Scientific
Product number
W9813
Product name
1-Boc-3-Hydroxymethylindole
Packaging
10g
Price
$339
Updated
2021/12/16
AK Scientific
Product number
W9813
Product name
1-Boc-3-Hydroxymethylindole
Packaging
5g
Price
$207
Updated
2021/12/16
Matrix Scientific
Product number
043167
Product name
tert-Butyl 3-(hydroxymethyl)-1H-indole-1-carboxylate
Purity
>95%
Packaging
1g
Price
$157
Updated
2021/12/16
SynQuest Laboratories
Product number
4H51-1-47
Product name
3-(Hydroxymethyl)-1H-indole, N-Boc protected
Packaging
1g
Price
$168
Updated
2021/12/16
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3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Chemical Properties

3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is Light Brown Solid

Uses

3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER can be used in the preparation of arylpiperidinones for treatment of inflammation.

Synthesis

57476-50-3

96551-22-3

Step 2. To a solution of tert-butyl 3-formyl-1H-indole-1-carboxylate (44 g, 0.17 mol) in anhydrous ethanol (50 mL) was added sodium borohydride (16.6 g, 0.45 mol) in batches at 0 °C. The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, the mixture was filtered to remove insoluble material. The filtrate was rotary evaporated to remove ethanol. The residue was dissolved in ethyl acetate (100 mL) and water (50 mL) for partitioning. The aqueous layer was further extracted with ethyl acetate (2 x 50 mL). The combined organic layers were washed with saturated saline (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give tert-butyl 3-(hydroxymethyl)-1H-indole-1-carboxylate (40 g, 95% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 1.59 (s, 9H), 4.77 (s, 2H), 7.19 (t, 1H), 7.25 (t, 1H), 7.51 (s, 1H), 7.57 (d, 1H), 8.06 (d, 1H).

References

[1] Liebigs Annalen der Chemie, 1985, # 2, p. 413 - 417
[2] Journal of Organic Chemistry, 2016, vol. 81, # 4, p. 1723 - 1730
[3] Chemical and Pharmaceutical Bulletin, 2016, vol. 64, # 8, p. 1242 - 1247
[4] Patent: WO2013/148365, 2013, A1. Location in patent: Paragraph 0083
[5] Synthetic Communications, 2000, vol. 30, # 12, p. 2143 - 2159

3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER manufacturers

Career Henan Chemical Co
Product
1-Boc-3-Hydroxymethylindole 96551-22-3
Price
US $2.00/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
100kg
Release date
2019-12-20

96551-22-3, 3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTERRelated Search:


  • 3-HYDROXYMETHYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • 3-(HYDROXYMETHYL)INDOLE, N-BOC PROTECTED
  • 3-(Hydroxymethyl)indole, N-BOC protected 98%
  • N-BOC-3-(HYDROXYMETHYL)INDOLE
  • 3-(Hydroxymethyl)-1H-indole, N-BOC protected
  • 3-(Hydroxymethyl)-1H-indole-1-carboxylic acid tert-butyl ester
  • TERT-BUTYL 3-(HYDROXYMETHYL)-1H-INDOLE-1-CARBOXYLATE
  • 1-BOC-3-HYDROXYMETHYL-INDOLE
  • 3-(HYDROXYMETHYL)-1H-INDOLE-1-CARBOXYLATE
  • 3-(Hydroxymethyl)indole, N-BOC
  • t-butyl 3-hydroxymethylindole-1-carboxylate
  • 3-HydroxyMethyl-1H-indole-1-carboxylic Acid 1,1-DiMethylethyl Ester
  • tert-Butyl 3-(hydroxyMethyl)indole-1-carboxylate
  • Benzene,1-ethenyl-6-nitro-
  • Ethanol,7-diazenyl-
  • 96551-22-3
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API intermediates