HCID 3577020, compound → (1-methylpiperidin-4-yl)(phenyl)methanol

HRID 1992697Notes

Reaction equation

HRID 1992697 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])[CH2:4][CH2:3]1.[BH4-].[Na+]>CO>[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[OH:9])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 3577020HCID 3577020, compoundHCID 4311764Sodium borohydride

Product 1

HCID 285843(1-methylpiperidin-4-yl)(phenyl)methanolYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-methylpiperidin-4-yl phenyl methanone 1.02 g (5 mmol) in 30 ml methanol was added in small portions sodium borohydride 0.378 g (10 mmol). The reaction mixture was stirred at room temperature for two hours, concentrated, added water and extracted with methylene chloride 2×50 ml. The combined organic solution was dried over sodium sulfate and concentrated to give 1 g of the title compound in 98% yield.

Workup

  1. concentrationconcentrated
  2. additionadded water
  3. extractionextracted with methylene chloride 2×50 ml
  4. dry with materialThe combined organic solution was dried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b6c90ffdcada4e928dc6b3a1254b6684
Source dataset
uspto-grants-2010_01
Patent number
US07649092B2

Reaction notes

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