Methanol → HCID 54451138, compound

HRID 2164183Notes

Reaction equation

HRID 2164183 reaction equation
[CH3:1][C:2]([CH2:9][CH3:10])=[CH:3][CH2:4][CH2:5][C:6](=[O:8])[CH3:7].[BH4-].[Na+].CO.[OH-].[Na+]>C(O)(=O)C>[CH3:1][C:2]([CH2:9][CH3:10])=[CH:3][CH2:4][CH2:5][CH:6]([OH:8])[CH3:7]

Participants

6

Reactant 4

HCID 887MethanolHCID 14798Sodium HydroxideHCID 911355-Octen-2-one, 6-methyl-HCID 4311764Sodium borohydride

Product 1

HCID 54451138HCID 54451138, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Six grams of 6-methyl-5-octen-2-one is added to a solution of 3.0 g. of sodium borohydride, 80 ml. of methanol and 6 ml. of 2N sodium hydroxide solution. After about two hours, acetic acid is added to destroy excess sodium borohydride and the solution poured into water and extracted with ether. The combined ether extracts are washed with aqueous sodium bicarbonate, water and brine, dried and evaporated to yield 6-methyl-5-octen-2-ol which is purified by chromatography.

Workup

  1. customto destroy excess sodium borohydride
  2. additionthe solution poured into water
  3. extractionextracted with ether
  4. washThe combined ether extracts are washed with aqueous sodium bicarbonate, water and brine
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-2870ced6b520468d83f1fcd5003780dc
Source dataset
uspto-grants-1979_01
Patent number
US04137273

Reaction notes

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