4-Chlorobenzamide → HCID 22761225, compound

HRID 1703437Notes

Reaction equation

HRID 1703437 reaction equation
[C:1]([C:5]([CH:7]=[O:8])=[O:6])([CH3:4])([CH3:3])[CH3:2].[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([NH2:16])=[O:15])=[CH:12][CH:11]=1>C1C=CC=CC=1>[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([NH:16][CH:7]([OH:8])[C:5](=[O:6])[C:1]([CH3:4])([CH3:3])[CH3:2])=[O:15])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 120844-ChlorobenzamideHCID 349972tert-Butylglyoxal

Product 1

HCID 22761225HCID 22761225, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

14 g (0.123 mol) of freshly distilled tert.-butylglyoxal were dissolved in 150 ml of absolute benzene. 19.1 g (0.123 mol) of p-chlorobenzamide were added and the mixture was heated for 15 hours under reflux. On cooling, the reaction product crystallised out. 16.1 g (54% of theory) of 1-(p-chlorobenzamido)-3,3-dimethyl-1-hydroxy-butan-2-one of melting point 130° C. were obtained.

Workup

  1. temperaturethe mixture was heated for 15 hours
  2. temperatureunder reflux
  3. temperatureOn cooling
  4. customthe reaction product crystallised out

Sources & evidence

ORD record
ord-f25c3edfbcd64ca7aa0a87f5e4bf8059
Source dataset
uspto-grants-1978_11
Patent number
US04124369

Reaction notes

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