Acetic Anhydride → Ethyl acetamidoacetate

HRID 1605034Notes

Reaction equation

HRID 1605034 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]>N1C=CC=CC=1>[C:1]([NH:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 12176Glycine ethyl ester

Product 1

HCID 74702Ethyl acetamidoacetateYield 55%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

31 gm of acetic acid anhydride were slowly added to a solution of ethyl glycinate (prepared from 31 gm ethyl glycinate hydrochloride in ether and sodium hydroxide) in 70 ml of pyridine, while stirring and cooling the solution. The resulting mixture was then stirred for one hour at room temperature and subsequently evaporated, yielding 15 gm (55% of theory) of ethyl N-acetyl-glycinate.

Workup

  1. temperaturecooling the solution
  2. stirringThe resulting mixture was then stirred for one hour at room temperature
  3. customsubsequently evaporated

Sources & evidence

ORD record
ord-92e00e45e40b41f9aff89b124b3eb44c
Source dataset
uspto-grants-1976_04
Patent number
US03948943

Reaction notes

Loading…