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

HRID 490364ノート

反応式

HRID 490364 の反応式
[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]

参加物

7

反応物 4

HCID 795Imidazole2 回HCID 139400Triisopropylsilyl chloride2 回HCID 17953606(2-Trifluoromethyl-furan-3-yl)-methanolHCID 184446362-(2-Methylfuran-3-yl)ethan-1-ol

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-07ad163b6cf849129ecc6c24c453d60a
出典データセット
uspto-grants-2009_05
特許番号
US07528157B2

反応ノート

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