Imidazole → (cis-3-Allylcyclohexyloxy)-tert-butyldiphenylsilane

HRID 347413노트

반응식

HRID 347413 반응식
[CH2:1]([C@@H:4]1[CH2:9][CH2:8][CH2:7][C@H:6]([OH:10])[CH2:5]1)[CH:2]=[CH2:3].[Si:11](Cl)([C:24]([CH3:27])([CH3:26])[CH3:25])([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.N1C=CN=C1.CN(C1C=CC=CN=1)C>CN(C)C=O>[CH2:1]([C@@H:4]1[CH2:9][CH2:8][CH2:7][C@H:6]([O:10][Si:11]([C:24]([CH3:27])([CH3:26])[CH3:25])([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:5]1)[CH:2]=[CH2:3]

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 218852-DimethylaminopyridineHCID 94078tert-ButyldiphenylchlorosilaneHCID 58763359cis-3-Allylcyclohexanol

생성물 1

HCID 69242153(cis-3-Allylcyclohexyloxy)-tert-butyldiphenylsilane

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

6.8 g of cis-3-allylcyclohexanol and 15 ml of tert-butyldiphenylsilyl chloride, 5 g of imidazole and 200 mg of dimethylaminopyridine are dissolved in 100 ml of dimethylformamide and stirred at room temperature for 12 hours. 400 ml of methyl tert-buthyl ether are added to the reaction mixture, and the mixture is washed three times with water. The organic phase is dried over magnesium sulfate and the solvent is then removed under reduced pressure. This gives 20.5 g of (cis-3-allylcyclohexyloxy)tert-butyl-diphenylsilane as an oil. C25H34OSi (378.64), MS(ESI): 379 (M+H+), Rf(n-heptane:ethyl acetate=2:1)=0.93.

후처리

  1. addition400 ml of methyl tert-buthyl ether are added to the reaction mixture
  2. washthe mixture is washed three times with water
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. customthe solvent is then removed under reduced pressure

출처 및 근거

ORD 기록
ord-0dd4868422534308b9e7e52c70105a0b
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173151B2

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