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

HRID 16226

반응식

HRID 16226 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-84851ac9e32e4a5d977463b84fec4a0b
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737137B2

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