Formic Acid → HCID 21584372, compound

HRID 583233Notes

Reaction equation

HRID 583233 reaction equation
C(O)=O.[CH:4]([NH2:6])=[O:5].[C:7]1([CH2:13][C:14](=O)[CH2:15][CH3:16])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>O>[CH2:13]([CH:14]([NH:6][CH:4]=[O:5])[CH2:15][CH3:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 713FormamideHCID 138791-Phenyl-2-butanone

Product 1

HCID 21584372HCID 21584372, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
167.5 °C

Procedure

To a stirred solution of formic acid (250 ml) and formamide (500 ml) was added 1-phenyl-2-butanone (25 g, 0.168 mols); the reaction was then heated to 165-170° C. for four hours. The reaction was then cooled and poured into water (1 l). The aqueous phase was then extracted with ethyl acetate (3×300 ml). The organic phase was washed with saturated sodium bicarbonate (2×200 ml) and dried over magnesium sulfate. Evaporation of the solvent yielded an oil (24.1 g, 80%).

Workup

  1. temperatureThe reaction was then cooled
  2. extractionThe aqueous phase was then extracted with ethyl acetate (3×300 ml)
  3. washThe organic phase was washed with saturated sodium bicarbonate (2×200 ml)
  4. dry with materialdried over magnesium sulfate
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-1a59c34be07d459ab977f83207a995ef
Source dataset
uspto-grants-1999_07
Patent number
US05929085

Reaction notes

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