Imidazole → tert-Butyl(4-fluorophenethoxy)dimethylsilane

HRID 1255232노트

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HRID 1255232 반응식
[Si:1](Cl)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[F:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][OH:18])=[CH:12][CH:11]=1.N1C=CN=C1>CN(C=O)C>[C:4]([Si:1]([O:18][CH2:17][CH2:16][C:13]1[CH:14]=[CH:15][C:10]([F:9])=[CH:11][CH:12]=1)([CH3:3])[CH3:2])([CH3:7])([CH3:6])[CH3:5]

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 820684-Fluorophenethyl Alcohol

생성물 1

HCID 57989254tert-Butyl(4-fluorophenethoxy)dimethylsilane

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

tert-Butyldimethylsilyl chloride (9.03 g) was added portionwise to a stirred solution of 2-(4-fluorophenyl)ethanol (7 g) and imidazole (4.08 g) in DMF (100 mL) at 20° C. The reaction mixture was stirred for 3 hours at room temperature and then partitioned between ethyl acetate and brine. The organic layer was washed twice with brine, dried, filtered and the solvent concentrated under reduced pressure. The crude product was purified by flash silica chromatography eluting with 2% ethyl acetate in isohexane. Fractions containing the product were evaporated to dryness to afford the subtitled compound. Yield 11.60 g.

후처리

  1. custompartitioned between ethyl acetate and brine
  2. washThe organic layer was washed twice with brine
  3. customdried
  4. filtrationfiltered
  5. concentrationthe solvent concentrated under reduced pressure
  6. customThe crude product was purified by flash silica chromatography
  7. washeluting with 2% ethyl acetate in isohexane
  8. additionFractions containing the product
  9. customwere evaporated to dryness

출처 및 근거

ORD 기록
ord-37a456827cd544fdbbaa5b60170b587c
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455483B2

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