Water → HCID 53847768, compound

HRID 1607906Notes

Reaction equation

HRID 1607906 reaction equation
C([O:3][C:4](=[O:16])[CH2:5][N:6]([CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:7]=[O:8])C.[OH-].[K+].O>C(O)C>[CH2:14]([O:13][C:11]([CH2:10][CH2:9][N:6]([CH:7]=[O:8])[CH2:5][C:4]([OH:16])=[O:3])=[O:12])[CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 281013Ethyl N-(2-ethoxy-2-oxoethyl)-N-formyl-beta-alaninate

Product 1

HCID 53847768HCID 53847768, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
0 °C

Procedure

115.5 g of N-ethoxycarbonylethyl-N-formylglycine ethyl ester are dissolved in 150 ml of ethanol, and the solution is cooled to 0° C. To it is then added dropwise a mixture of 28.0 g of potassium hydroxide, 60 ml of water and 120 ml of ethanol. The reaction mixture is stirred for 18 h at RT, and is subsequently concentrated by evaporation under reduced pressure. After the addition of a small amount of water, the mixture is acidified with concentrated hydrochloric acid to pH 1. By extraction with chloroform, drying, and concentration of the organic phase by evaporation,there is obtained N-ethoxycarbonylethyl-N-formylglycine in the form of a yellowish oil (compound No. 1.3).

Workup

  1. additionTo it is then added dropwise
  2. concentrationis subsequently concentrated by evaporation under reduced pressure
  3. additionAfter the addition of a small amount of water
  4. extractionBy extraction with chloroform
  5. customdrying

Sources & evidence

ORD record
ord-7e5804b3fd744e03a8404d5342d2e30b
Source dataset
uspto-grants-1989_09
Patent number
US04868202

Reaction notes

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