Sodium Hydroxide → HCID 44512845, compound

Participants

Reaction Steps

3-methylbenzofuran (354 mg, 3 mmol) together with 4-(dimethylamino)-4-phenylcyclohexanone (651 mg, 3 mmol, synthesis cf. WO2008009415, ketone unit Ket-10) was dissolved in dichloromethane (25 ml) and mixed with trifluoromethane sulphonic acid (0.3 ml, 3.4 mmol). The batch was stirred for 20 h at RT. For work up the reaction mixture was mixed with 2N NaOH (10 ml). The mixture was stirred a further 20 min. After separation of the phases the aqueous phase was extracted with dichloromethane (3×20 ml). The combined organic extracts were dried over MgSO4 and then concentrated to low volume. The raw product (950 mg) obtained was purified by column chromatography (mobile solvent: EtOAc) and then recrystallised from ethanol (60 ml).

Provenance & Evidence