Sodium borohydride → 1,1-Dichloro-4-methylpent-1-en-3-ol

HRID 1855737Notes

Reaction equation

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

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 12286065HCID 12286065, compound

Product 1

HCID 130402971,1-Dichloro-4-methylpent-1-en-3-ol

Procedure

Surprisingly, however, it has been found that 1,1-dichloro-4-methyl-pent-1-en-3-one can be reduced with alkali metal borohydrides, preferably sodium borohydride, to give 1,1-dichloro-4-methyl-3-hydroxy-pent-1-ene in virtually quantitative yield.

Sources & evidence

ORD record: ord-680667294b2b45958a1e80c82f1d3bde
Source dataset: uspto-grants-1980_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04216173

Reaction notes

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