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

HRID 1764884

반응식

HRID 1764884 반응식
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

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 53737258Cyclopropyl-4-fluorophenyl ketoneHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 981041-Cyclopropyl-1-(4-fluorophenyl)ethanol수율 89%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b05d5de93ae146ae84332d77b61aadb1
출처 데이터셋
uspto-grants-2007_06
특허 번호
USRE039679E1

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