Diisopropylamine → N-(1-Hydroxy-1-phenylprop-2-yl)-N-methyl-2-butyl-3-cyclohexylpropionamide

HRID 1532880노트

반응식

HRID 1532880 반응식
[Li][CH2:2][CH2:3][CH2:4][CH3:5].C(NC(C)C)(C)C.[Cl-].[Li+].ICCCC.[OH:20][CH:21]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH:22]([N:24]([CH3:35])[C:25](=[O:34])[CH2:26][CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[CH3:23]>>[OH:20][CH:21]([C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[CH:22]([N:24]([CH3:35])[C:25](=[O:34])[CH:26]([CH2:2][CH2:3][CH2:4][CH3:5])[CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[CH3:23]

참가 물질

6

반응물 5

HCID 7912DiisopropylamineHCID 10962Butyl iodideHCID 433294Lithium ChlorideHCID 22014104N-(1-Hydroxy-1-phenylprop-2-yl)-N-methyl-3-cyclohexylpropionamideHCID 178418339Butyllithium

생성물 1

HCID 22014296N-(1-Hydroxy-1-phenylprop-2-yl)-N-methyl-2-butyl-3-cyclohexylpropionamide수율 53%

실험 절차

A solution of 2.5M nBuLi in hexanes (5.8 mL, 14.5 mmol), diisopropylamine (2.0 mL, 14.5 mmol), lithium chloride (1.6 g, 39 mmol), iodobutane (130 μL, 6.4 mmol) and the product from Example 1315A (2.0 g, 6.4 mmol) were allowed to react in a manner similar to that described by A. G. Myers et al., Journal of the American Chemical Society 1994, 116: 9361-9362. The crude residue was chromatographed (silica gel; EtOAc/hexanes, 1:4) to afford the title compound as a yellow oil (1.2 g, 53%). MS (CI/NH3) m/z: 360 (M+H)+.

후처리

  1. customto react in a manner similar to
  2. customThe crude residue was chromatographed (silica gel; EtOAc/hexanes, 1:4)

출처 및 근거

ORD 기록
ord-6e05987e8b25483c86f021efc43c34e7
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06204293B1

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