Pyridine → HCID 14039202, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(4-biphenyl)-2-propanol (53 g, 250 mmol) in dry CH2Cl2 (250.0 mL) was added pyridine (24.6 mL, 305 mmol) and phenylchloroformate (35.0 mL, 280 mmol) in CH2Cl2 (125.0 mL) at −5° C. After addition forms a thick precipitate, which, after the reaction mixture is allowed to stand overnight at 0° C. is mostly dissolved. The mixture is poured onto ice and diluted with CH2Cl2 (1000 mL). The organic phase is separated and washed three times with cold water. After drying over Na2SO4 the organic layer is evaporated at reduced pressure at a bath temp of <30° C. The crystalline residue is dissolved in diethyl ether (1000 mL) and the solution is then concentrated with a stream of nitrogen at atmospheric pressure at bath temperature of 60° C. to approximately 200 mL and then rapidly cooled to 0° C. to produce a pure crystalline product 55.0 g (66% yield).

Provenance & Evidence