Chloro(phenyl)acetyl chloride → HCID 13560803, compound

HRID 1285507Notes

Reaction equation

HRID 1285507 reaction equation
[Cl:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3](Cl)=[O:4].Cl.[CH2:13]([O:15][C:16](=[O:19])[CH2:17][NH2:18])[CH3:14]>C1(C)C=CC=CC=1>[Cl:1][CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([NH:18][CH2:17][C:16]([O:15][CH2:13][CH3:14])=[O:19])=[O:4]

Participants

4

Reactant 2

HCID 102902Chloro(phenyl)acetyl chlorideHCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 13560803HCID 13560803, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

21.0 g (0.11 m) α-chlorophenylacetyl chloride and 14.0 g (0.10 m) glycine ethyl ester hydrochloride are suspended in 500 ml toluene and the mixture is heated to reflux overnight. The reaction mixture is filtered, and after the solvent is removed, the residual solid is recrystallized from cyclohexane to give 22 g (86% yield) of the title compound, which has a melting point of 88°-9° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureto reflux overnight
  3. filtrationThe reaction mixture is filtered
  4. customafter the solvent is removed
  5. customthe residual solid is recrystallized from cyclohexane

Sources & evidence

ORD record
ord-3551269ada6f4b3389757c3cb07e14ee
Source dataset
uspto-grants-1986_01
Patent number
US04567267

Reaction notes

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