Chloroacetic Acid → N-Phenylglycine

HRID 1194392Notes

Reaction equation

HRID 1194392 reaction equation
Cl[CH2:2][C:3]([OH:5])=[O:4].[NH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>O>[C:7]1([NH:6][CH2:2][C:3]([OH:5])=[O:4])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 300Chloroacetic AcidHCID 6115Aniline

Product 1

HCID 66025N-Phenylglycine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

475 g of chloracetic acid (5 moles) are heated with 930 g aniline (10 moles) in 2 l water for 1.5 h to 100° C. After cooling, the N-phenylglycine formed is suctioned off and washed with water. Yield is 468 g (=62% with respect to the chloracetic acid).

Workup

  1. temperatureAfter cooling

Sources & evidence

ORD record
ord-cc7da110d22d48a6b27281352d6976ee
Source dataset
uspto-grants-1989_03
Patent number
US04814345

Reaction notes

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