Glyoxylic Acid → (+-)-4-Hydroxymandelic acid

HRID 1111231

Reaction equation

HRID 1111231 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[O:3].[C:6]1([OH:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O>[OH:12][C:6]1[CH:11]=[CH:10][C:9]([CH:2]([OH:3])[C:1]([OH:5])=[O:4])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 760Glyoxylic Acid2×HCID 996Phenol

Product 1

HCID 328(+-)-4-Hydroxymandelic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

condensing glyoxylic acid with phenol at a temperature of 15°-80° C. in the absence of a strong mineral base and in the presence of a tertiary amine, said tertiary amine being insoluble or slightly soluble in water and being liquid at ambient temperature, and said glyoxylic acid being in aqueous solution at a concentration greater than 50% by weight, to produce parahydroxymandelic acid, and

Workup

  1. customat ambient temperature

Sources & evidence

ORD record
ord-a74aed0fa6184b7ea8d9cd0ab3154f0f
Source dataset
uspto-grants-1990_12
Patent number
US04978784

Linked notes

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