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

HRID 51008

反応式

HRID 51008 の反応式
C1(C2C=C(F)C=C[C:5]=2[C:11]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[CH:20]2[CH2:22][CH2:21]2)=O)CC1.C[Mg]Br.C1C[O:29]CC1>CCOCC>[CH:20]1([C:14]([C:13]2[CH:11]=[CH:5][C:16]([F:19])=[CH:17][CH:18]=2)([OH:29])[CH3:15])[CH2:21][CH2:22]1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 53737258Cyclopropyl-4-fluorophenyl ketoneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 981041-Cyclopropyl-1-(4-fluorophenyl)ethanol収率 89%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of cyclopropyl-4-fluorophenyl ketone (523 mg, 3.19 mmol) in THF (10 mL) at 0° C. under N2 was added 3 M methyl magnesium bromide (1.7 mL, 5.1 mmol) in Et2O. After 90 minutes at 0° C., the reaction was quenched by addition of brine (10 mL) and diluted with Et2O (100 mL). The organic solution was washed with saturated NaHCO3 (100 mL) and brine (100 mL). Column purification (hexanes:EtOAc 9:1) yielded 1-cyclopropyl-1-(4-fluorophenyl)ethanol (512 mg, 89%) as a colorless oil.

後処理

  1. customthe reaction was quenched by addition of brine (10 mL)
  2. additiondiluted with Et2O (100 mL)
  3. washThe organic solution was washed with saturated NaHCO3 (100 mL) and brine (100 mL)
  4. customColumn purification (hexanes:EtOAc 9:1)

出典と根拠

ORDレコード
ord-83ca91197072490fa4518362b94b5cc9
出典データセット
uspto-grants-2004_03
特許番号
US06713471B1

関連ノート

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