反应详情

A solution of 6.2 g (40 mmol) of p-methoxybenzylmercaptan in 9.8 mL of 4.4M sodium methoxide in methanol was added dropwise to a solution of 5.52 g (40 mmol) of 3-chloro-4-cyanopyridine in dry acetonitrile that has been cooled in an ice bath. After addition was complete the solution was allowed to warm to room temperature over 2 hours. The solvent was concentrated and the residue was partitioned between dichloromethane and water. The aqueous layer was extracted with two portions of dichloromethane and the combined extracts were washed with brine, dried (MgSO4) and concentrated to afford 6.1 g (60%) of a pale yellow crystalline solid, m.p. 80°-81° C.

1. temperaturehas been cooled in an ice bath
2. additionAfter addition
3. concentrationThe solvent was concentrated
4. customthe residue was partitioned between dichloromethane and water
5. extractionThe aqueous layer was extracted with two portions of dichloromethane
6. washthe combined extracts were washed with brine
7. dry with materialdried (MgSO4)
8. concentrationconcentrated