(+-)-4-Hydroxymandelic acid → Hydroxyphenylacetic acid

HRID 1156980

Reaction equation

HRID 1156980 reaction equation
O.[OH:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7](O)[C:8]([OH:10])=[O:9])=[CH:5][CH:4]=1>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][C:8]([OH:10])=[O:9])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 328(+-)-4-Hydroxymandelic acidHCID 962Water

Product 1

HCID 127Hydroxyphenylacetic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The catalytic reduction was carried out in the same manner as in Example 1 except that the water-containing acetic acid was employed in an amount of 3 times (Example 15) or 8.8 times (Example 16) the weight of 4-hydroxymandelic acid. The yields of 4-hydroxyphenylacetic acid were 78% by mole (Example 15) and 95% by mole (Example 16).

Sources & evidence

ORD record
ord-e19c11098441411f83f4dcd288a7d383
Source dataset
uspto-grants-1982_06
Patent number
US04337355

Linked notes

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