Formic Acid → HCID 13150881, compound

HRID 2166612Notes

Reaction equation

HRID 2166612 reaction equation
[C:1]1([NH:7][C:8](=[O:15])[CH:9]2[O:14][CH:10]2[C:11]([O-:13])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[K+].C(O)=O>O>[C:1]1([NH:7][C:8](=[O:15])[CH:9]2[O:14][CH:10]2[C:11]([OH:13])=[O:12])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 23695813HCID 23695813, compound

Product 1

HCID 13150881HCID 13150881, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium N-phenyl-2,3-epoxysuccinamate (Compound No. 95) (2.31 g) was dissolved in water (10 ml) and the solution was made acidic by addition of 25% HCOOH under ice-cooling with stirring. The reaction mixture was extracted with chloroform, washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated to dryness. The residue was recrystallized from a mixture of n-hexane-acetone to give 1.52 g of N-phenyl-2,3-epoxysuccinamic acid (Compound No. 105) as colorless needles melting at 124°-128° C.

Workup

  1. temperaturecooling
  2. extractionThe reaction mixture was extracted with chloroform
  3. washwashed with a saturated aqueous sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness
  6. customThe residue was recrystallized from a mixture of n-hexane-acetone

Sources & evidence

ORD record
ord-a0f90f0aab85461892451affe2cfafeb
Source dataset
uspto-grants-1983_06
Patent number
US04387238

Reaction notes

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