Dimethylformamide → 4-(Diphenylmethyl)-1-piperazineethanol

HRID 329881

반응식

HRID 329881 반응식
[N:1]1([CH2:7][CH2:8][OH:9])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.[CH:21](Br)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O>[CH:21]([N:4]1[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][OH:9])[CH2:2][CH2:3]1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 76771-(2-Hydroxyethyl)piperazineHCID 11430Potassium CarbonateHCID 236603Bromodiphenylmethane

생성물 1

HCID 47425734-(Diphenylmethyl)-1-piperazineethanol수율 84.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 1-piperazineethanol (11.4 g), potassium carbonate powder (24.3 g) and N,N-dimethylformamide (100 ml) was added dropwise benzhydryl bromide (21.7 g) under stirring. The mixture was stirred at room temperature for 2 hours, diluted with water and extracted with ethyl ether. The ethyl ether layer was washed with saturated aqueous sodium chloride and dried over anhydrous sodium sulfate. The solvent was then distilled off and the residue was purified by silica gel chromatography [eluent: hexane-ethyl acetate (2:1)] to give 21.9 g (84.2%) of 4-benzhydryl-1-piperazineethanol as an oil. IR(Neat): 3380 cm-1. NMR(CDCl3)δ: 2.46(10H, broad s), 3.57(2H, t, J=6.5), 4.20(1H, s), 7.03-7.45(12H, m).

후처리

  1. stirringThe mixture was stirred at room temperature for 2 hours
  2. extractionextracted with ethyl ether
  3. washThe ethyl ether layer was washed with saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was then distilled off
  6. customthe residue was purified by silica gel chromatography [eluent: hexane-ethyl acetate (2:1)]

출처 및 근거

ORD 기록
ord-0d3866aecc7e40d7b0045a2627557991
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04892875

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