Imidazole → 1-Bromo-4-(tert-butyldiphenylsilyloxymethyl)-3-methylbenzene

HRID 584212ノート

反応式

HRID 584212 の反応式
[C:1]([Si:5](Cl)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([CH3:4])([CH3:3])[CH3:2].N1C=CN=C1.[Br:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][OH:30])=[C:27]([CH3:33])[CH:26]=1>>[Br:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][O:30][Si:5]([C:1]([CH3:4])([CH3:3])[CH3:2])([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[C:27]([CH3:33])[CH:26]=1

参加物

4

反応物 3

HCID 795ImidazoleHCID 94078tert-ButyldiphenylchlorosilaneHCID 22280088(4-Bromo-2-methylphenyl)methanol

生成物 1

HCID 223426891-Bromo-4-(tert-butyldiphenylsilyloxymethyl)-3-methylbenzene収率 98.2%

実験手順

Tert-butylchlorodiphenylsilane (13.06 g) and imidazole (9.7 g) were added to a solution of 4-bromo-2-methylbenzyl alcohol (9.55 g) in N,N-dimethylfocmamide (80 ml) at 5° C. and the mixture was allowed to warm to room temperature, and stirred for 18 hours. The mixture was extracted with ethyl acetate and the extract was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure to give 1-bromo-4-(tert-butyldiphenylsilyloxymethyl)-3-methylbenzene (20.5 g) as a colorless oil.

後処理

  1. extractionThe mixture was extracted with ethyl acetate
  2. washthe extract was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b2384f4a54d448f3aadee38ca3dfa9cf
出典データセット
uspto-grants-2005_08
特許番号
US06924278B2

反応ノート

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