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

HRID 1295275
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HRID 1295275 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-].[Li+].[Al+3].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.[O-]S([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 slowly added aluminum lithium hydride (1.79 g) at 0° C. and the mixture was stirred at room temperature for 1 hr. Sodium sulfate 10 hydrate (15.20 g) was slowly added to the reaction mixture at 0° C. and the mixture was stirred at room temperature for 30 min. Insoluble materials were filtered off and the filtrate was concentrated. The residue was subjected to silica gel column chromatography, and (3-benzyloxy-1-phenyl-1H-pyrazol-5-yl)methanol (11.65 g, yield 88%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-hexane (1:2, volume ratio). The crystals were recrystallized from ethyl acetate-hexane. melting point: 87–88° C.

후처리

  1. customat 0° C.
  2. stirringthe mixture was stirred at room temperature for 30 min
  3. filtrationInsoluble materials were filtered off
  4. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-466c6d29229a4551bb07d349321b420e
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07241785B2

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