Sodium Hydroxide → (1-benzyl-5-phenyl-1H-pyrazol-3-yl)methanol

HRID 1397457노트

반응식

HRID 1397457 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([N:14]1[C:18]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:17][C:16]([C:25](OCC)=[O:26])=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1.O>[CH2:7]([N:14]1[C:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:17][C:16]([CH2:25][OH:26])=[N:15]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 67325415HCID 67325415, 화합물

생성물 1

HCID 67324379(1-benzyl-5-phenyl-1H-pyrazol-3-yl)methanol

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

At 0° C., LAH (1.8 mL, 3.7 mmol, 2M in THF) was added to ethyl 1-benzyl-5-phenyl-1H-pyrazole-3-carboxylate (560 mg, 1.8 mmol) in THF (18 mL). The reaction was stirred for 10 min and then warmed to room temperature for 1 h. Minimal water was slowly added to the reaction followed by 1 mL of 5 M sodium hydroxide. The reaction was stirred for 30 min, sodium sulfate was added, and the solids were removed by filtration. The filtrate was concentrated under reduced pressure to yield crude (1-benzyl-5-phenyl-1H-pyrazol-3-yl)methanol, which was carried through without further purification. MS (ESI) m/z: Calculated for C17H16N2O: 264.13. found: 265.1 (M+H)+.

후처리

  1. stirringThe reaction was stirred for 30 min
  2. customthe solids were removed by filtration
  3. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5563138d49d7435f8e491e7390ad0119
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901156B2

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