[2-Methyl-5-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-acetic acid → 2-[2-Methyl-5-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-ethanol

HRID 915420노트

반응식

HRID 915420 반응식
[CH3:1][N:2]1[C:6]([CH2:7][C:8](O)=[O:9])=[CH:5][C:4]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)=[N:3]1>O1CCCC1>[CH3:1][N:2]1[C:6]([CH2:7][CH2:8][OH:9])=[CH:5][C:4]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:18])([F:19])[F:20])=[CH:13][CH:12]=2)=[N:3]1

참가 물질

3

반응물 1

HCID 69282814[2-Methyl-5-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-acetic acid

생성물 1

HCID 692830492-[2-Methyl-5-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-ethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

A solution of [2-methyl-5-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-acetic acid (286 mg, 1 mmol) in tetrahydrofuran (4 ml) was treated at 0° C. with a 1 M solution of BH3*THF in tetrahydrofuran (2.5 ml, 3 mmol). The cooling bath was removed and the reaction mixture stirred at ambient temperature for 16 h. Careful quenching with MeOH and ice water, twofold extraction with AcOEt, washing with ice water/brine 1/1, drying over magnesium sulfate, and evaporation of the solvent left a crude product which was refluxed for 30 min in MeOH to liberate quantitatively the free alcohol. The solvent was evaporated in vacuo to yield 273 mg (1 mmol, quant.) of the title compound as colorless crystals.

후처리

  1. customThe cooling bath was removed
  2. customCareful quenching with MeOH and ice water, twofold extraction with AcOEt
  3. washwashing with ice water/brine 1/1
  4. dry with materialdrying over magnesium sulfate, and evaporation of the solvent
  5. waitleft a crude product which
  6. temperaturewas refluxed for 30 min in MeOH
  7. customThe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-68acae5ed9ee4fccaa47b3ec5c9f6723
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265149B2

반응 노트

불러오는 중…