Ammonia → HCID 53825865, compound

HRID 1848282Notes

Reaction equation

HRID 1848282 reaction equation
ClCCl.[NH3:4].[C:5]([C:8]1[CH:15]=[CH:14][C:11]([CH2:12]Cl)=[C:10]([CH3:16])[CH:9]=1)(=[O:7])[CH3:6].[O:17]1CCCC1>>[C:5]([C:8]1[CH:15]=[CH:14][C:11]([C:12]([NH2:4])=[O:17])=[C:10]([CH3:16])[CH:9]=1)(=[O:7])[CH3:6]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 6344Dichloromethane2×HCID 8028TetrahydrofuranHCID 68613712HCID 68613712, compound

Product 1

HCID 53825865HCID 53825865, compound

Procedure

21 ml of dichloromethane was added to 2 g of concentrated aqueous ammonia, and the mixture was cooled with ice. A dichloromethane (3 ml) solution of 1.39 g of crude 4-acetyl-2-methylbenzyl chloride was added slowly to the mixture, and stirred for 2 hours with ice cooling. 24 ml of tetrahydrofuran was added to the reaction solution, and further stirred for 2 hours at room temperature. Then, large part of the solvent was distilled off under reduced pressure, and the slurry-state reaction solution was filtered. The obtained solid was washed with water and toluene. The solid was dried under reduced pressure to obtain 1.03 g of 4-acetyl-2-methylbenzoic acid amide.

Workup

  1. temperaturethe mixture was cooled with ice
  2. stirringfurther stirred for 2 hours at room temperature
  3. distillationThen, large part of the solvent was distilled off under reduced pressure
  4. customthe slurry-state reaction solution
  5. filtrationwas filtered
  6. washThe obtained solid was washed with water and toluene
  7. customThe solid was dried under reduced pressure

Sources & evidence

ORD record
ord-ba3124fa9be04fbe8d0c8b11b23d15df
Source dataset
uspto-grants-2015_02
Patent number
US08952175B2

Reaction notes

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