反応 #2128329

ord-864acdb37ab0435b8c3e072f31875014

反応方程式

N#Cc1ccc(O)cc1
4-cyanophenol
CC(C)(C)CCBr
1-bromo-3,3-dimethylbutane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[K+]
potassium iodide
CC(C)(C)CCOc1ccc(C#N)cc1
desired intermediate
収率 89.0%
CC(C)(C)CCOc1ccc(C#N)cc1
4-(3,3-Dimethylbutoxy)-benzonitrile
収率 89.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度heat
  2. 2
    温度at reflux for 48 h
  3. 3
    ろ過filter
  4. 4
    その他evaporate
  5. 5
    その他Purify by chromatography on silica gel eluting with hexane/EtOAc (1.0 and 9:1)

実験手順

Mix 4-cyanophenol (1.2 g, 10 mmol), 1-bromo-3,3-dimethylbutane (5.3 g, 32 mmol), powdered potassium carbonate (4.14 g, 30 mmol), and powdered potassium iodide (166 mg, 1 mmol) in acetone (60 mL). Stir under inert atmosphere and heat at reflux for 48 h. Cool the reaction mixture to ambient temperature. Dilute with acetone, filter and evaporate. Purify by chromatography on silica gel eluting with hexane/EtOAc (1.0 and 9:1) to obtain the desired intermediate (1.8 g, 89%). MS (ES+) m/z: 221 (M+NH4)+.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08580780B2uspto-grants-2013_11