Imidazole → Tert-butyl-(cyclohept-4-enyloxy)-diphenyl-silane

HRID 16226

反応式

HRID 16226 の反応式
[CH:1]1([OH:8])[CH2:7][CH2:6][CH:5]=[CH:4][CH2:3][CH2:2]1.N1C=CN=C1.[C:14]([Si:18](Cl)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([CH3:17])([CH3:16])[CH3:15]>CN(C)C=O>[C:14]([Si:18]([O:8][CH:1]1[CH2:7][CH2:6][CH:5]=[CH:4][CH2:3][CH2:2]1)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)([CH3:17])([CH3:15])[CH3:16]

参加物

5

反応物 3

HCID 795ImidazoleHCID 94078tert-ButyldiphenylchlorosilaneHCID 556485Cyclohept-4-enol

生成物 1

HCID 67512396Tert-butyl-(cyclohept-4-enyloxy)-diphenyl-silane

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of the product of Example 8B (1.57 g, 14.05 mmoles), imidazole (1.43 g, 21.08 mmoles), and Tert-butyl-chlorodiphenylsilane (4.76 gm, 17.4 mmoles) in N,N-dimethylformamide (10 mL) was stirred for five hours at 23° C. The reaction was partitioned between ethyl acetate and water. The organic layer was washed with brine (25 mL), dried with MgSO4, filtered, and solvent evaporated in vacuo. The crude product was purified by flash column chromatography (hexanes:ethyl acetate 100:0 to 90:10) to provide the title compound as an oil.

後処理

  1. customThe reaction was partitioned between ethyl acetate and water
  2. washThe organic layer was washed with brine (25 mL)
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. customsolvent evaporated in vacuo
  6. customThe crude product was purified by flash column chromatography (hexanes:ethyl acetate 100:0 to 90:10)

出典と根拠

ORDレコード
ord-84851ac9e32e4a5d977463b84fec4a0b
出典データセット
uspto-grants-2010_06
特許番号
US07737137B2

関連ノート

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