Formamide → HCID 13293292, compound

HRID 1982427Notes

Reaction equation

HRID 1982427 reaction equation
Br[CH:2]([CH:11](Br)[CH3:12])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[C:14](=[O:17])([O-])[OH:15].[Na+].[CH:19]([NH2:21])=[O:20]>>[CH:14]([O:15][CH2:12][CH2:11][C:2]1[O:20][CH:19]=[N:21][C:3]=1[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:17]

Participants

4

Reactant 3

HCID 713FormamideHCID 516892Sodium BicarbonateHCID 15092305HCID 15092305, compound

Product 1

HCID 13293292HCID 13293292, compound

Procedure

A mixture of α,β-dibromobutyrophenone (30.6 g) and formamide (50 ml) was heated on an oil bath at 120° C.-130° C. for an hour. Then, saturated aqueous sodium hydrogen carbonate was added and the mixture was extracted with ethyl ether. The ethyl ether layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was then distilled off and the oily residue was further distilled under reduced pressure to give an oil of 5-(2-formyloxyethyl)-4-phenyloxazole, yield 12.9 g (59.4%), b.p. 136°-137° C./0.4 mmHg.

Workup

  1. temperaturewas heated on an oil bath at 120° C.-130° C. for an hour
  2. extractionthe mixture was extracted with ethyl ether
  3. washThe ethyl ether layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was then distilled off
  6. distillationthe oily residue was further distilled under reduced pressure

Sources & evidence

ORD record
ord-7dddc510e1bd409296553de429b14301
Source dataset
uspto-grants-1986_06
Patent number
US04596816

Reaction notes

Loading…