Diisobutylaluminum hydride → HCID 18449044、化合物

HRID 645955ノート

反応式

HRID 645955 の反応式
C([O:3][C:4](=O)[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([O:16][CH:17]([F:19])[F:18])=[CH:14][C:13]([C:20]([F:23])([F:22])[F:21])=[N:12]2)=[CH:7][CH:6]=1)C.CC(C[AlH]CC(C)C)C>C1(C)C=CC=CC=1>[F:19][CH:17]([F:18])[O:16][C:15]1[N:11]([C:8]2[CH:7]=[CH:6][C:5]([CH2:4][OH:3])=[CH:10][CH:9]=2)[N:12]=[C:13]([C:20]([F:23])([F:22])[F:21])[CH:14]=1

参加物

4

反応物 2

HCID 14487Diisobutylaluminum hydrideHCID 686934484-(5-Difluoromethoxy-3-trifluoromethyl-pyrazol-1-yl)-benzoic acid ethyl ester

生成物 1

HCID 18449044HCID 18449044、化合物収率 112.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A solution of 4-(5-difluoromethoxy-3-trifluoromethyl-pyrazol-1-yl)-benzoic acid ethyl ester (0.4 g, 1.1 mmol) in dry toluene (8.0 mL) was stirred and 1 M solution of DIBAL-H in toluene (1.33 mL, 1.33 mmol) was added. The resultant solution was stirred at room temperature for 10 minutes. The mixture was quenched with saturated aqueous NH4Cl (40 mL) and extracted with EtOAc (3×40 mL). The organics were washed with water and brine. The solvent was removed under reduced pressure and purification of the resulting residue by chromatography (SiO2, 10:1 Hexane/EtOAc) gave [4-(5-difluoromethoxy-3-trifluoromethyl-pyrazol-1-yl)-phenyl]-methanol (380 mg, 99% yield) as a syrup.

後処理

  1. customThe mixture was quenched with saturated aqueous NH4Cl (40 mL)
  2. extractionextracted with EtOAc (3×40 mL)
  3. washThe organics were washed with water and brine
  4. customThe solvent was removed under reduced pressure and purification of the resulting residue by chromatography (SiO2, 10:1 Hexane/EtOAc)

出典と根拠

ORDレコード
ord-5c1e593f319a4889acfa1af567754aa3
出典データセット
uspto-grants-2010_04
特許番号
US07705029B2

反応ノート

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