Imidazole → tert-Butyl(3-(2-fluorophenyl)propoxy)dimethylsilane

HRID 471203ノート

反応式

HRID 471203 の反応式
[Si:1](Cl)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].N1C=CN=C1.[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21][CH2:22][CH2:23][OH:24]>CN(C=O)C.C(OCC)(=O)C>[C:4]([Si:1]([O:24][CH2:23][CH2:22][CH2:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[F:14])([CH3:3])[CH3:2])([CH3:7])([CH3:6])[CH3:5]

参加物

6

反応物 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 126185173-(2-Fluorophenyl)propan-1-ol

生成物 1

HCID 57989116tert-Butyl(3-(2-fluorophenyl)propoxy)dimethylsilane

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

tert-Butyldimethylsilyl chloride (3.19 g) was added to a solution of imidazole (3.6 g) and 3-(2-fluorophenyl)propan-1-ol (example 88, step a) (2.72 g) in dry DMF (30 mL) cooled in an ice bath. After 45 min, the reaction mixture was diluted with ethyl acetate (100 mL), washed with water (3×100 mL) and evaporated. The resulting gum was purified by silica gel chromatography eluting with isohexane. The fractions containing product were combined and evaporated to give the subtitled compound as a clear oil. Yield 4.4 g.

後処理

  1. temperaturecooled in an ice bath
  2. washwashed with water (3×100 mL)
  3. customevaporated
  4. customThe resulting gum was purified by silica gel chromatography
  5. washeluting with isohexane
  6. additionThe fractions containing product
  7. customevaporated

出典と根拠

ORDレコード
ord-4cdee596ed684782abbec5ff149bb809
出典データセット
uspto-grants-2014_01
特許番号
US08629271B2

反応ノート

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