Ethyl chloroacetate → HCID 354312, compound

HRID 1586616Notes

Reaction equation

HRID 1586616 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[O:6].Cl[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:16]([O:15][C:13]([CH2:12][O:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[O:6])=[O:14])[CH3:17]

Participants

5

Reactant 3

HCID 7751Ethyl chloroacetateHCID 11430Potassium CarbonateHCID 3424033-Hydroxybenzamide

Product 1

HCID 354312HCID 354312, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The subject compound was prepared using the general method of Example 3, except that 10.0 g (72.9 mmol) of 3-hydroxybenzamide was reacted with 29.0 g (236.6 mmol) of ethyl chloroacetate and 19.0 g (137.5 mmole) of K2CO3 in the presence of 150 cc dry DMF. There was obtained 11.8 g (72%) of the desired product having an mp of 158°-159° C.

Workup

  1. customThe subject compound was prepared

Sources & evidence

ORD record
ord-d4317d0437de49b5bd4544fc46142249
Source dataset
uspto-grants-1993_06
Patent number
US05215738

Reaction notes

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