Acetaldehyde → Glyoxylic Acid

HRID 1195640Notes

Reaction equation

HRID 1195640 reaction equation
O.[C:2]([OH:6])(=[O:5])[CH:3]=[O:4].C(=O)C.C(O)(C)C.[P:14](=[O:18])([OH:17])([OH:16])[OH:15]>>[P:14]([O-:18])([OH:17])([OH:16])=[O:15].[C:2]([OH:6])(=[O:5])[CH:3]=[O:4]

Participants

6

Reactant 4

HCID 177AcetaldehydeHCID 1004Phosphoric AcidHCID 3776IsopropanolHCID 15620607Glyoxylic acid, monohydrate

Product 2

HCID 760Glyoxylic AcidHCID 1003Dihydrogenphosphate

Conditions

Temperature
40 °C

Procedure

32.3 g (0.100 mole) of 4'-methoxy-4-diazodiphenylamine hydrogensulfate was dissolved in 70 ml of an 85% phosphoric acid solution. Then 6.64 g (0.0700 mole) of glyoxylic acid monohydrate (97%) was added to this solution and the mixture was stirred at 40° C. for 20 hours. Then 3.96 g (0.0900 mole) of acetaldehyde was added to the reaction mixture and the mixture was stirred at 40° C. for additional 20 hours. Thereafter, the reaction solution was poured into 800 ml of isopropyl alcohol while stirring, to give yellow precipitate. The yellow precipitate was obtained by filtering and washed with isopropyl alcohol, to give dihydrogenphosphate of of a condensate of 4'-methoxy-4-diazodiphenylamine with glyoxylic acid.acetaldehyde.

Workup

  1. stirringthe mixture was stirred at 40° C. for additional 20 hours
  2. stirringwhile stirring
  3. customto give yellow precipitate
  4. customThe yellow precipitate was obtained
  5. filtrationby filtering
  6. washwashed with isopropyl alcohol

Sources & evidence

ORD record
ord-720f4c150200459ab60bd120c02eac6f
Source dataset
uspto-grants-1992_05
Patent number
US05112743

Reaction notes

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