Triethylsilane → HCID 59557762, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of Et3SiH (1.4 mL, 8.50 mmol) and (5-bromo-2-chlorophenyl)(4-(3-bromopropyl)phenyl)methanone (2.36 g, 5.67 mmol) in TFA (10 mL) at 30° C. was added CF3SO3H (0.05 mL). Within a few minutes the temperature of the solution increased causing it to reflux violently. After stirring for 2.5 h, additional Et3SiH (0.45 mL, 2.85 mmol) was added and the mixture was heated to 50° C. After stirring for 4.5 h the reaction was complete, and the volatiles were removed under reduced pressure. The residue was poured into brine and extracted 3× with ethyl acetate. The combined organic layers were washed 3× with water, 2× with aqueous Na2CO3 and 2× with brine, and dried over Na2SO4. The solvent was evaporated under reduced pressure, and the residue (2.3 g) was used in the next step without further purification.

Provenance & Evidence