Reaction #41956

Reaction equation

Chloroacetaldehyde diethyl acetal

potassium benzoate

potassium bromide

DMF

→

compound

Yield 34.1%

2-benzoyloxyacetaldehyde Diethyl Acetal

Yield 34.1%

Solvents

ethyl acetate

water

Conditions

Workup

1. 1
   Temperatureby refluxing
2. 2
   FiltrationAfter filtration
3. 3
   Washthe organic layer was washed with water (30 mL)
4. 4
   Dryingwas dried over anhydrous sodium sulfate
5. 5
   FiltrationSubsequent filtration and vacuum concentration

Procedure

Chloroacetaldehyde diethyl acetal (2.00 g), potassium benzoate (1.91 g), potassium bromide (0.30 g) and DMF (20 mL) were placed in a three-neck flask, followed by refluxing. Twenty hours later, the reaction mixture was cooled to room temperature, and water (30 mL) and ethyl acetate (80 mL) were added thereto, followed by stirring. After filtration, the organic layer was washed with water (30 mL) and was dried over anhydrous sodium sulfate. Subsequent filtration and vacuum concentration yielded the target compound (0.97 g) in a yield of 31%.

Source