反应详情

To a suspension of sodium thiomethoxide (0.24 g, 3.5 mmol) in ethanol (10 mL) at 25° C. was added solution of 2-chloro-5-chloromethyl-3-methoxypyridine (0.55 mg, 2.9 mmol) in EtOH (4 mL). The solution was stirred overnight, after which the reaction was concentrated under vacuum. The crude reaction mixture was partitioned between H2O and Et2O and the layers separated. The aqueous phase was further extracted with Et2O (3×) and the combined organic phases dried over MgSO4 and concentrated to furnish 2-chloro-3-methoxy-5-methylthiomethylpyridine as a yellow oil (0.42 g, 71% over two steps). GC-MS: Exact mass calcd for C8H10ClNOS [M]+, 203. Found 203.

1. concentrationafter which the reaction was concentrated under vacuum
2. customThe crude reaction mixture
3. customwas partitioned between H2O and Et2O
4. customthe layers separated
5. extractionThe aqueous phase was further extracted with Et2O (3×)
6. dry with materialthe combined organic phases dried over MgSO4
7. concentrationconcentrated