Glycine → N-(phenoxyacetyl)glycine

HRID 569939Notes

Reaction equation

HRID 569939 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[O:6]([CH2:13][C:14](Cl)=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[Na+]>O.CCOCC>[O:6]([CH2:13][C:14]([NH:1][CH2:2][C:3]([OH:5])=[O:4])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 3

HCID 750GlycineHCID 14798Sodium HydroxideHCID 69703Phenoxyacetyl chloride

Product 1

HCID 300109N-(phenoxyacetyl)glycine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Glycine (20 mmol) was reacted with distilled phenoxyacetyl chloride (22 mmol) in the presence of NaOH (40 mmol) in a mixture of water and ether as described in Example 5 Part A. The crude product was recrystallized from EtOAc (15 ml) to give title acid (2.38 gm, 57%).

Workup

  1. customThe crude product was recrystallized from EtOAc (15 ml)
  2. customto give title acid (2.38 gm, 57%)

Sources & evidence

ORD record
ord-acef67207c5949c1bc0fe9651679d015
Source dataset
uspto-grants-1988_03
Patent number
US04734424

Reaction notes

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