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Ammonium Chloride → 2-(1-Methyl-1h-imidazol-5-yl)cyclohexan-1-ol

HRID 337790
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반응식

HRID 337790 반응식
[CH3:1][N:2]1[C:6]([C:7]2[C:8](=[O:13])[CH2:9][CH2:10][CH2:11][CH:12]=2)=[CH:5][N:4]=[CH:3]1.[BH4-].[Na+].[Cl-].[NH4+]>CO>[CH3:1][N:2]1[C:6]([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]2[OH:13])=[CH:5][N:4]=[CH:3]1
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참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 899632992-(3-Methylimidazol-4-yl)cyclohex-2-en-1-one

생성물 1

HCID 899633982-(1-Methyl-1h-imidazol-5-yl)cyclohexan-1-ol수율 61.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of the 2-(1-methyl-1H-imidazol-5-yl)cyclohex-2-en-1-one (80 mg, 0.454 mmol) prepared in Example 49a in methanol (2.0 mL), sodium borohydride (50 mg, 1.32 mmol) was added at room temperature, and the reaction solution was stirred at room temperature for 30 minutes. To the reaction solution, a saturated aqueous solution of ammonium chloride (20 mL) was added, followed by extraction with dichloromethane (50 mL). The thus obtained organic layer was dried over anhydrous sodium sulfate and vacuum concentrated to yield the title compound (50 mg, 61%) in the form of a trans/cis (2:1) mixture as a colorless oil.

후처리

  1. extractionfollowed by extraction with dichloromethane (50 mL)
  2. dry with materialThe thus obtained organic layer was dried over anhydrous sodium sulfate and vacuum
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cb02b9af030046f4bfa6394f54e31ca1
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889741B2

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