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

HRID 219871

反応式

HRID 219871 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 25517Ammonium Chloride溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-7623db50dd62442a9174e143c5e24cd4
出典データセット
uspto-grants-2012_06
特許番号
US08202865B2

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