3-Nonanone → 3-Nonanol

HRID 989728

Reaction equation

HRID 989728 reaction equation
[CH3:1][CH2:2][C:3](=[O:10])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[BH4-].[Na+]>CO>[CH3:1][CH2:2][CH:3]([OH:10])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 612353-NonanoneHCID 4311764Sodium borohydride

Product 1

HCID 122163-NonanolYield 96.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20.5 g (144 mmol) of 3-nonanone are initially charged in 200 ml of methanol, 5.45 g (144 mmol) of sodium borohydride are added a little at a time at room temperature and the mixture is stirred overnight. The solvent is removed under reduced pressure and the mixture is then acidified and extracted with dichloromethane. The organic phase is dried over sodium sulphate. Removal of the solvent gives 20 g (96%) of a colourless oil.

Workup

  1. customThe solvent is removed under reduced pressure
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-f63b7042858a417da8139487ee5a4ea2
Source dataset
uspto-grants-2002_10
Patent number
US06458796B1

Linked notes

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