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Sodium sulfate decahydrate → (3-benzyloxy-1-phenyl-1H-pyrazol-5-yl)methanol

HRID 2221611
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HRID 2221611 반응식
[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([C:14](OC)=[O:15])[N:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([CH2:14][OH:15])[N:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 22930789methyl 3-benzyloxy-1-phenyl-1H-pyrazole-5-carboxylate

생성물 1

HCID 22930692(3-benzyloxy-1-phenyl-1H-pyrazol-5-yl)methanol수율 88.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a mixture of methyl 3-benzyloxy-1-phenyl-1H-pyrazole-5-carboxylate (14.53 g) and tetrahydrofuran (300 mL) was gradually added lithium aluminum hydride (1.79 g) at 0° C. and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was gradually added sodium sulfate decahydrate (15.20 g) at 0° C., and the mixture was stirred at room temperature for 30 min. The insoluble material was removed by filtration, and the mother liquid was concentrated. The residue was subjected to silica gel column chromatography to give (3-benzyloxy-1-phenyl-1H-pyrazol-5-yl)methanol (11.65 g, yield 88%) as colorless crystals from a fraction eluted with ethyl acetate-hexane (1:2, v/v). The crystals were recrystallized from ethyl acetate-hexane. melting point: 87-88° C.

후처리

  1. customat 0° C.
  2. customat 0° C.
  3. stirringthe mixture was stirred at room temperature for 30 min
  4. customThe insoluble material was removed by filtration
  5. concentrationthe mother liquid was concentrated

출처 및 근거

ORD 기록
ord-2d32d0d785c84d6e835ca449bbdaceee
출처 데이터셋
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07368578B2

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