Imidazole → tert-Butyl(dimethyl)[(6-phenylhexyl)oxy]silane

HRID 432544

반응식

HRID 432544 반응식
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CN=C1.[Si:19](Cl)([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20].C(=O)(O)[O-].[Na+]>CN(C=O)C>[C:22]([Si:19]([CH3:21])([CH3:20])[O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([CH3:25])([CH3:24])[CH3:23]

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 516892Sodium BicarbonateHCID 5201106-Phenyl-1-hexanol

생성물 1

HCID 69823535tert-Butyl(dimethyl)[(6-phenylhexyl)oxy]silane

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The procedure used was similar to that described by Corey and Venkateswarlu (Corey, E. J.; Venkateswarlu, A., J. Am. Chem. Soc., 1972, 94, 6190-6191). 6-Phenyl-1-hexanol (14.0 g) and imidazole (13.36 g) were dissolved in dry DMF (40 mL). tert-Butyldimethylsilyl chloride (14.20 g,) was then added in one portion. The resulting solution was allowed to stir for 8 hours at room temperature. Aqueous sodium bicarbonate (100 mL, 10% by wt.) was then added and the resulting solution was allowed to stir for 15 minutes. The desired product was then extracted from the mixture with petroleum ether (3×250 mL). The petroleum ether extract was then washed with distilled H2O (7×300 mL), dried over MgSO4 and roto-evaporated to give the desired product as a clear oil.

후처리

  1. stirringto stir for 15 minutes
  2. extractionThe desired product was then extracted from the mixture with petroleum ether (3×250 mL)
  3. extractionThe petroleum ether extract
  4. washwas then washed with distilled H2O (7×300 mL)
  5. dry with materialdried over MgSO4
  6. customroto-evaporated

출처 및 근거

ORD 기록
ord-a1316664cb9d4486913a01ec8d7167c7
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664111B2

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