Bromoacetyl chloride → N-[2-(2,6-Dimethoxy-4-methylbenzoyl)phenyl]-N-methylbromoacetamide

HRID 482466Notes

Reaction equation

[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][C:14]([CH3:19])=[CH:13][C:12]=1[O:20][CH3:21])=[O:10].[Br:22][CH2:23][C:24](Cl)=[O:25]>ClCCl.O>[CH3:21][O:20][C:12]1[CH:13]=[C:14]([CH3:19])[CH:15]=[C:16]([O:17][CH3:18])[C:11]=1[C:9]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[N:2]([CH3:1])[C:24](=[O:25])[CH2:23][Br:22])=[O:10]

Participants

Conditions

Temperature: -10 °C

Procedure

To a mixture of 10 g of (2,6-dimethoxy-4-methylphenyl) (2-methylaminophenyl) ketone in 100 ml of dichloromethane and 20 ml of water, cooled to -10° C., are added dropwise 6.34 g of bromoacetyl chloride in 20 dichloromethane. The reaction mixture is allowed to return to room temperature and is then stirred vigorously for 2 hours. The phases are separated after settling has taken place and the organic phase is successively washed with water, dried over sodium sulphate and evaporated to dryness to give beige crystals melting at 121° C.; Yield=99%.

Workup

customto return to room temperature
customThe phases are separated after settling
washthe organic phase is successively washed with water
dry with materialdried over sodium sulphate
customevaporated to dryness

Sources & evidence

ORD record: ord-c793407ad3f74156a2da645ff92600ec
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05798353

Reaction notes

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