2,2,2-Trichloro-1-[4-(2-phenylacetyl)-1H-pyrrol-2-yl]-1-ethanone synthesis

Yield:338394-85-7 60%

Reaction Conditions:

with aluminium trichloride in dichloromethane;ethyl acetate;

Steps:

2,2,2-Trichloro-1-(4-phenylacetyl-1H-pyrrol-2-yl)-ethanone (1)

2,2,2-Trichloro-1-(4-phenylacetyl-1H-pyrrol-2-yl)-ethanone (1) In a dry flask, phenylacetyl chloride (1 equivalent) was combined with 2-trichloroacetyl pyrrole (1 equivalent) in a minimum amount of dichloromethane (DCM) to dissolve the reactants. To the resulting solution, at ambient temperature, was added aluminum trichloride (1 equivalent). After 2 hours, the reaction mixture was applied directly onto a silica gel column. Gradient elution with 10% ethyl acetate to 50% ethyl acetate in hexanes provided compound 1 in 60% yield. ¹H NMR (CDCl₃) δ4.0 (s, 2H), 7.1- 7.35 (m, 7H), 9.7 (br s, NH). HPLC using method B provided R_t of 4.9 minutes. LC/MS (M+1) 330.2, (M-1) 328.1.

References:

US2003/92714,2003,A1