Imidazole → Tri-isopropyl-(2-trifluoromethyl-furan-3-ylmethoxy)-silane

HRID 490364노트

반응식

HRID 490364 반응식
[F:1][C:2]([F:11])([F:10])[C:3]1[O:4][CH:5]=[CH:6][C:7]=1[CH2:8][OH:9].CC1OC=CC=1CCO.Cl[Si:22]([CH:29]([CH3:31])[CH3:30])([CH:26]([CH3:28])[CH3:27])[CH:23]([CH3:25])[CH3:24].N1C=CN=C1>ClCCl.O>[CH:23]([Si:22]([CH:29]([CH3:31])[CH3:30])([CH:26]([CH3:28])[CH3:27])[O:9][CH2:8][C:7]1[CH:6]=[CH:5][O:4][C:3]=1[C:2]([F:1])([F:10])[F:11])([CH3:25])[CH3:24]

참가 물질

7

반응물 4

HCID 795Imidazole2회HCID 139400Triisopropylsilyl chloride2회HCID 17953606(2-Trifluoromethyl-furan-3-yl)-methanolHCID 184446362-(2-Methylfuran-3-yl)ethan-1-ol

생성물 1

HCID 18444682Tri-isopropyl-(2-trifluoromethyl-furan-3-ylmethoxy)-silane

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A solution of the (2-trifluoromethyl-furan-3-yl)-methanol from (i) in dry dichloromethane (180 ml) was treated with chloro-tri-isopropyl-silane (2.6 g, 13.4 mmoles) and imidazole (1.45 g, 21.3 mmoles) and the mixture was stirred overnight at room temperature. Further aliquots of chloro-tri-isopropyl-silane (0.9 g, 4.64 mmoles) and imidazole (0.5 g, 7.34 mmoles) were added and the mixture was stirred for 3 h. The reaction mixture was diluted with water, the organic phase separated and washed sequentially with 0.1M aqueous hydrochloric acid, water, saturated aqueous sodium bicarbonate, water and brine. After drying, evaporation of the solvents afforded a colourless oil. The oil was distilled under reduced pressure (0.05 torr) in a Kugelruhr apparatus collecting the fraction boiling at an oven temperature of 125±20° C. to afford compound 88 as a colourless oil.

후처리

  1. stirringthe mixture was stirred for 3 h
  2. customthe organic phase separated
  3. washwashed sequentially with 0.1M aqueous hydrochloric acid, water, saturated aqueous sodium bicarbonate, water and brine
  4. customAfter drying
  5. customevaporation of the solvents
  6. customafforded a colourless oil
  7. distillationThe oil was distilled under reduced pressure (0.05 torr) in a Kugelruhr apparatus
  8. customcollecting the fraction
  9. customboiling at an oven

출처 및 근거

ORD 기록
ord-07ad163b6cf849129ecc6c24c453d60a
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528157B2

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