Potassium Carbonate → 1,1,1,3,3,3-Hexafluoro-2-(4-((4-(4-nitrobenzylidene)piperidin-1-yl)methyl)phenyl)propan-2-ol

HRID 515279노트

반응식

HRID 515279 반응식
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([CH:8]=[C:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([OH:40])([C:36]([F:39])([F:38])[F:37])[C:32]([F:35])([F:34])[F:33])=[CH:27][CH:26]=1>C(#N)C>[F:33][C:32]([F:34])([F:35])[C:31]([C:28]1[CH:29]=[CH:30][C:25]([CH2:24][N:12]2[CH2:11][CH2:10][C:9](=[CH:8][C:7]3[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:16][CH:15]=3)[CH2:14][CH2:13]2)=[CH:26][CH:27]=1)([OH:40])[C:36]([F:37])([F:39])[F:38]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 235273962-[4-(Bromomethyl)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-olHCID 67194164HCID 67194164, 화합물

생성물 1

HCID 866709361,1,1,3,3,3-Hexafluoro-2-(4-((4-(4-nitrobenzylidene)piperidin-1-yl)methyl)phenyl)propan-2-ol수율 64.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

To a stirred mixture of 4-(4-nitrobenzylidene)piperidine (23.83 mmol, 5.2 g) and potassium carbonate (31.0 mmol, 4.28 g) in acetonitrile was added a solution of 2-(4-(bromomethyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (23.83 mmol, 8.03 g) in acetonitrile. The reaction was stirred for 5 hours then was concentrated under reduced pressure. Dichloromethane was added and the reaction was filtered. The filtrate was chromatographed on silica (eluting with a gradient of dichloromethane to dichloromethane/ethyl acetate) to give the title compound (7.3 g).

후처리

  1. concentrationthen was concentrated under reduced pressure
  2. additionDichloromethane was added
  3. filtrationthe reaction was filtered
  4. customThe filtrate was chromatographed on silica (
  5. washeluting with a gradient of dichloromethane to dichloromethane/ethyl acetate)

출처 및 근거

ORD 기록
ord-e8d41c0a48d644ea9543f9f9bf56fdfd
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108939B2

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