Resorcinol → 3-[(Tert-butyldimethylsilyl)oxy]phenol

HRID 1986373노트

반응식

HRID 1986373 반응식
[C:1]1([OH:8])[CH:6]=[CH:5][CH:4]=[C:3]([OH:7])[CH:2]=1.Cl[Si:10]([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11].C(N(CC)CC)C>ClCCl>[C:13]([Si:10]([CH3:12])([CH3:11])[O:7][C:3]1[CH:2]=[C:1]([OH:8])[CH:6]=[CH:5][CH:4]=1)([CH3:16])([CH3:15])[CH3:14]

참가 물질

5

반응물 3

HCID 5054ResorcinolHCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chloride

생성물 1

HCID 114474403-[(Tert-butyldimethylsilyl)oxy]phenol수율 42.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1,3-Benzenediol (5 g, 45 mmol) in dichloromethane (150 mL) was treated with chloro(t-butyl)dimethylsilane (7.5 g, 50 mmol) and triethylamine (5 g, 50 mmol). The resulting mixture was stirred at rt for 16 h then concentrated in vacuo and the residue was partitioned between ethyl acetate and water. The organic phase was washed with 6N NaOH, then concentrated in vacuo. The residue was purified by column chromatography eluting with 20% ethyl acetate in hexane to afford the title compound (4.3 g, 42%). MS (ES+) m/e 225 [M+H]+.

후처리

  1. concentrationthen concentrated in vacuo
  2. customthe residue was partitioned between ethyl acetate and water
  3. washThe organic phase was washed with 6N NaOH
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography
  6. washeluting with 20% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-bfd0744ece5f4548aaf1fc39583f6b9c
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547779B2

반응 노트

불러오는 중…