Sulfuric Acid → Phenylglyoxylic Acid

HRID 1156160Notes

Reaction equation

HRID 1156160 reaction equation
N(=[C:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4]([OH:6])=[O:5])O.S(=O)(=O)(O)[OH:14]>C=O>[O:14]=[C:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 68167312-Hydroxyimino-2-phenylacetic acid

Product 1

HCID 11915Phenylglyoxylic Acid

Reagents, catalysts & solvents 1

HCID 712FormaldehydeCatalyst

Procedure

3 Grams of α-oximinophenylacetic acid is dissolved in 9 ml of 37% formaldehyde containing a few drops of sulfuric acid. This is stirred overnight at RT, extracted with 3:1 ether:hexane, washed with brine, dried over sodium sulfate, stripped and distilled to yield the final product α-oxophenylacetic acid, b.p.=138°-141°/3.3 mm.

Workup

  1. extractionextracted with 3:1 ether
  2. washhexane, washed with brine
  3. dry with materialdried over sodium sulfate
  4. distillationdistilled

Sources & evidence

ORD record
ord-470dae02e8cf458da35a31d2f45d0fc5
Source dataset
uspto-grants-1982_06
Patent number
US04334087

Reaction notes

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