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

HRID 2115624

반응식

HRID 2115624 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-75a02a70946c42bd9446f04f81d13c17
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07435833B2

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