Acetonitrile → 2-Amino-1-(4-chlorophenyl)ethan-1-one hydrochloride

Temperature

105 °C

A mixture of 2-bromo-1-(4-chlorophenyl)ethanone (1.0 eq.) and NaN(CHO)2 (1.1 eq.) in acetonitrile (1.5 mL per mmol) was heated to reflux for 4 h at 105° C. ext. temperature. The formed sodium bromide was removed by filtration and the filtrate concentrated in vacuo. The residue was dissolved in ethanol (2.5 mL per mmol) and conc. aq. hydrochloric acid (0.9 mL per mmol) added at ambient temperature. After stirring for 72 h at room temperature the solids were filtered off and washed with ethanol (1×0.5 mL per mmol). Drying of the solids afforded 2-amino-1-(4-chlorophenyl)ethanone hydrochloride in ca. 50% yield that was used in the next step without purification.

1. temperaturewas heated
2. customThe formed sodium bromide was removed by filtration
3. concentrationthe filtrate concentrated in vacuo
4. dissolutionThe residue was dissolved in ethanol (2.5 mL per mmol)
5. additionconc. aq. hydrochloric acid (0.9 mL per mmol) added at ambient temperature
6. filtrationwere filtered off
7. washwashed with ethanol (1×0.5 mL per mmol)
8. customDrying of the solids

ORD record

ord-457ecc6eabfb4774b861b707817d9960

Source dataset

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08410023B2