Sodium borohydride → HCID 20340061, compound

HRID 1395575Notes

Reaction equation

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

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 20340065HCID 20340065, compound

Product 1

HCID 20340061HCID 20340061, compound

Procedure

The known 2,5,5-trimethyl-cyclopent-2-en-1,4-dione of formula IV is dissolved in an organic solvent (e.g. an alkanol) and reduced at a temperature below 0° C. with sodium borohydride. The desired 4-hydroxy-2,5,5-trimethyl-cyclopent-2-en-1-one of formula V is isolated by rectification from the isomeric mixture which occurs during the working-up.

Sources & evidence

ORD record: ord-656a3cfb34e74ba696399e01285e9035
Source dataset: uspto-grants-1980_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04204073

Reaction notes

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