Hydrogen Bromide → 2-(4-Hydroxyphenyl)butanoic acid

HRID 2413189Notes

Reaction equation

C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH2:13][CH3:14])[C:10]([OH:12])=[O:11])=[CH:5][CH:4]=1.Br>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([CH2:13][CH3:14])[C:10]([OH:12])=[O:11])=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 260Hydrogen Bromide

HCID 346572-(4-Methoxyphenyl)butanoic acid

Product 1

HCID 346562-(4-Hydroxyphenyl)butanoic acid

Procedure

The m- or p-hydroxyphenyl alkanol can also be prepared using conventional techniques. For example, a m- or p-methoxyphenylbutyric acid can be reacted at reflux temperature with hydrogen bromide to form a m or p-hydroxyphenylbutyric acid. This acid can then be reacted with borane in tetrahydrofuran to form m- or p-hydroxyphenylbutanol. This latter compound is reported in JACS, 84, 788 (1962).

Sources & evidence

ORD record: ord-6a99d0e78c3e4cb9a3b3f771e8575abc
Source dataset: uspto-grants-1985_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04496580

Reaction notes

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