Glyoxylic Acid → 4-(2H-1,3-Benzodioxol-5-yl)-2-hydroxy-4-oxobutanoic acid

HRID 1995099Notes

Reaction equation

HRID 1995099 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[O:3].[CH2:6]1[O:14][C:13]2[CH:12]=[CH:11][C:10]([C:15](=[O:17])[CH3:16])=[CH:9][C:8]=2[O:7]1>O>[CH2:6]1[O:14][C:13]2[CH:12]=[CH:11][C:10]([C:15](=[O:17])[CH2:16][CH:2]([OH:3])[C:1]([OH:5])=[O:4])=[CH:9][C:8]=2[O:7]1

Participants

4

Reactant 2

HCID 760Glyoxylic AcidHCID 76622Acetopiperone

Product 1

HCID 30693944-(2H-1,3-Benzodioxol-5-yl)-2-hydroxy-4-oxobutanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

29.6 g (0.2 M) of glyoxylic acid, 50% in water, are heated under reduced pressure until about 80% of the water present has been eliminated; then, after cooling, 65.5 g (0.4 M) of 3', 4'-methylenedioxyacetophenone are introduced into the reaction medium. Heating is performed for 3 hours at 95° C. under reduced pressure, the residual water present being simultaneously distilled off. After the medium has been cooled, there are introduced 200 cm3 of chloroform and 400 cm3 of water containing 12 g of sodium carbonate.

Workup

  1. temperaturethen, after cooling
  2. temperatureHeating
  3. distillationthe residual water present being simultaneously distilled off
  4. temperatureAfter the medium has been cooled
  5. additionthere are introduced 200 cm3 of chloroform and 400 cm3 of water containing 12 g of sodium carbonate

Sources & evidence

ORD record
ord-7f00b0aa215a47c5884a3fa48e6a3237
Source dataset
uspto-grants-1983_09
Patent number
US04402978

Reaction notes

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