Triethylamine → 2-Bromo-1-[4-(2,3-dimethylphenyl)piperazin-1-yl]ethanone

HRID 481364Notes

Reaction equation

Cl.[C:2]1([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH3:9].C(N(CC)CC)C.[Br:23][CH2:24][C:25](Br)=[O:26]>ClCCl>[Br:23][CH2:24][C:25]([N:13]1[CH2:14][CH2:15][N:10]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=2[CH3:9])[CH2:11][CH2:12]1)=[O:26]

Participants

Conditions

Temperature: 0 °C

Procedure

1-(2,3-Xylyl)piperazine hydrochloride (5 g; 25 mmol) is suspended in dichloromethane and triethylamine (7.6 ml; 54 mmol) is added. The mixture is cooled to 0° C. and bromoacetyl bromide (2.4 ml; 27 mmol) is added dropwise. The reaction is stirred for 30 minutes and then diluted in dichloromethane, washed with half-saturated sodium bicarbonate solution and dried over magnesium sulfate. The final product is purified by flash chromatography with a gradient of eluents (30/70 to 50/50; EtOAc-Pet. ether).

Workup

washwashed with half-saturated sodium bicarbonate solution
dry with materialdried over magnesium sulfate
customThe final product is purified by flash chromatography with a gradient of eluents (30/70 to 50/50; EtOAc-Pet. ether)

Sources & evidence

ORD record: ord-809c495d128f43c7898185415d4eddee
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05789412

Reaction notes

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