Water → 1-Cyclopropyl-1-(4-fluorophenyl)ethanol

HRID 561415

反応式

HRID 561415 の反応式
[C:1]([CH:4]1[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[F:7][C:8]1[CH:13]=[CH:12][C:11]([Mg]Br)=[CH:10][CH:9]=1.O.C(OCC)(=O)C>C(OCC)C.O1CCCC1>[CH:4]1([C:1]([C:11]2[CH:12]=[CH:13][C:8]([F:7])=[CH:9][CH:10]=2)([OH:3])[CH3:2])[CH2:6][CH2:5]1

参加物

7

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 13004Cyclopropyl methyl ketoneHCID 178418676HCID 178418676、化合物

生成物 1

HCID 981041-Cyclopropyl-1-(4-fluorophenyl)ethanol

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

0.50 g (5.94 mmol) of acetylcyclopropane was dissolved at 0° C. in 5 ml of diethyl ether, and 8.9 ml (8.91 mmol) of a 1N solution of 4-fluorophenylmagnesium bromide in tetrahydrofuran were slowly added dropwise. Stirring at 0° C. for 1 h was followed by warming to RT, and the reaction solution was mixed with water and ethyl acetate, and the phases were separated. The organic phase was washed with saturated aqueous sodium chloride solution and dried over sodium sulfate, and the solvents were removed in vacuo. The crude product was purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10/1) to result in 0.99 g (93% of theory) of the title compound.

後処理

  1. temperatureby warming to RT
  2. customthe phases were separated
  3. washThe organic phase was washed with saturated aqueous sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. customthe solvents were removed in vacuo
  6. customThe crude product was purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10/1)

出典と根拠

ORDレコード
ord-29ddf9cdef3b4eae9fb2f2c1499a76cc
出典データセット
uspto-grants-2011_11
特許番号
US08063234B2

関連ノート

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