Ethanol → Ethyl 2-(2-bromophenyl)-2-oxoacetate

Into a 250-mL 3-necked round-bottom flask, was placed a solution of 2-(2-bromophenyl)-2-oxoacetic acid (10 g, 43.66 mmol, 1.00 equiv) in ethanol (80 mL). This was followed by the addition of thionyl chloride (20 mL) dropwise with stirring. The resulting solution was stirred for 12 h at 80° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was dissolved in 100 mL of ethyl acetate. The resulting mixture was washed with 2×50 mL of water. The mixture was dried over anhydrous sodium sulfate. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:5). This resulted in 9 g (80%) of ethyl 2-(2-bromophenyl)-2-oxoacetate as yellow oil. MS (ESI) m/z 258 ([M+H]+).

1. customInto a 250-mL 3-necked round-bottom flask, was placed
2. stirringThe resulting solution was stirred for 12 h at 80° C. in an oil bath
3. concentrationThe resulting mixture was concentrated under vacuum
4. dissolutionThe residue was dissolved in 100 mL of ethyl acetate
5. washThe resulting mixture was washed with 2×50 mL of water
6. dry with materialThe mixture was dried over anhydrous sodium sulfate
7. customThis resulted in 9 g (80%) of ethyl 2-(2-bromophenyl)-2-oxoacetate as yellow oil

ORD record

ord-aa55d45c9ae9407fa7bf8e47c698bea5

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09193707B2