Sodium borohydride → (5-Bromo-2-(2-methylpiperidin-1-YL)phenyl)methanol

HRID 219871

반응식

HRID 219871 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]2[CH3:16])=[C:6]([CH:9]=1)[CH:7]=[O:8].[BH4-].[Na+]>CO.[NH4+].[Cl-]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]2[CH3:16])=[C:6]([CH2:7][OH:8])[CH:9]=1

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 230911015-Bromo-2-(2-methylpiperidin-1-YL)benzaldehyde

생성물 1

HCID 58554197(5-Bromo-2-(2-methylpiperidin-1-YL)phenyl)methanol수율 97%

시약·촉매·용매 2

HCID 887Methanol용매HCID 25517Ammonium Chloride용매

실험 절차

To a solution of 5-bromo-2-(2-methylpiperidin-1-yl)benzaldehyde (16.30 g; 57.76 mmol) in MeOH (300 mL) was added sodium borohydride (2.19 g; 57.76 mmol) at 5° C. in a portion-wise fashion and stirred for 30 min. After this time, reaction mixture was diluted with a saturated aqueous solution of NH4Cl (300 mL), extracted with EtOAc. The org layers were washed with aqueous solution of NH4Cl (150 mL), brine (300 mL), dried over MgSO4 and evaporated under vacuum to give the title compound as a yellow oil (15.9 g, 97%). LC/MS (Method A): 285.6 (M+H)+. HPLC (Method A): Rt 2.13 min (Purity: 94.9%).

후처리

  1. customAfter this time, reaction mixture
  2. extractionextracted with EtOAc
  3. washThe org layers were washed with aqueous solution of NH4Cl (150 mL), brine (300 mL)
  4. dry with materialdried over MgSO4
  5. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-7623db50dd62442a9174e143c5e24cd4
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202865B2

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