Methanol → Methyl 2-bromo-4-methylpentanoate

Reaction equation

[Br:1][CH:2]([CH2:6][CH:7]([CH3:9])[CH3:8])[C:3](Cl)=[O:4].[CH3:10][OH:11]>>[CH3:10][O:11][C:3](=[O:4])[CH:2]([Br:1])[CH2:6][CH:7]([CH3:9])[CH3:8]

Participants

Reactant 2

HCID 887Methanol

HCID 135203652-Bromo-4-methylpentanoyl chloride

Product 1

HCID 12957039Methyl 2-bromo-4-methylpentanoate

Procedure

2-Bromo-4-methylpentanoyl chloride (IV, Example 2) is added dropwise to methyl alcohol (200 ml.) at 0°. After two hours the methanol is removed under reduce pressure and the residual oil is partitioned between chloroform and water. The chloroform is separated from the water and removed under reduced pressure to give a residual oil which is distilled under reduced pressure to give the title compound, b.p. 78°-90°/30 mm.

Workup

customAfter two hours the methanol is removed
customthe residual oil is partitioned between chloroform and water
customThe chloroform is separated from the water
customremoved under reduced pressure
customto give a residual oil which
distillationis distilled under reduced pressure

Sources & evidence

ORD record: ord-ef708403d1f1434c8a3eed888161b871
Source dataset: uspto-grants-1985_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04534897

Reaction notes

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