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

HRID 347413ノート

反応式

HRID 347413 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0dd4868422534308b9e7e52c70105a0b
出典データセット
uspto-grants-2007_02
特許番号
US07173151B2

反応ノート

読み込み中…