Acetic Acid → 3-(4-Hydroxyphenyl)propionic acid

HRID 1886224Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)C(C2C=CC=CC=2)C)=[CH:4][CH:3]=1.[S].[C:19]([OH:22])(=[O:21])[CH3:20].CNC>>[CH:4]1[C:5]([CH2:8][CH2:20][C:19]([OH:22])=[O:21])=[CH:6][CH:7]=[C:2]([OH:1])[CH:3]=1

Participants

Reactant 4

HCID 176Acetic Acid

HCID 674Dimethylamine

HCID 5362487Sulfur2×

HCID 467833091-(4-Hydroxyphenyl)-2-phenylpropan-1-one

Product 1

HCID 103943-(4-Hydroxyphenyl)propionic acid

Procedure

To a one gallon autoclave reactor is charged 420 g (2.8 mol) of 4'-hydroxyphenylpropiophenone, 116.5 g (3.6 mol) of sulfur, 84 g (1.4 mol) of acetic acid and 189 g (4.2 mol) of dimethylamine. The procedure described in Example 1 is followed and 4'-hydroxyphenylacetic acid product containing less than 100 ppm of total sulfur is obtained.

Workup

customis obtained

Sources & evidence

ORD record: ord-af64b872194d41e5922b9cc62d6a05fc
Source dataset: uspto-grants-1992_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05149866

Reaction notes

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