反应详情

A mixture of NaH (3.18 g, 79.5 mmol) in dimethylformamide (DMF) is treated dropwise with a solution of methyl 3-hydroxy-5-(methylsulfonyl)-2-thiophenecarboxylate (15.0 g, 63.6 mmol) in DMF at 0° C., stirred for 10 minutes, treated with benzylbromide (8.30 ml, 70 mmol) at ice bath temperatures, allowed to warm to room temperature overnight and diluted with water. The resultant reaction mixture is filtered. The filtercake is washed with water, dried, stirred in a mixture of ethyl acetate/hexane (20 ml/130 ml), and filtered. The filtercake is washed with hexanes and dried in a Kugelrohr at 40° C. to give the title product as a white solid, 17. 4 g (84% yield), mp 125-126° C. identified by 1HNMR, 13CNMR, IR and mass spectral analyses.

1. customThe resultant reaction mixture
2. filtrationis filtered
3. washThe filtercake is washed with water
4. customdried
5. stirringstirred in a mixture of ethyl acetate/hexane (20 ml/130 ml)
6. filtrationfiltered
7. washThe filtercake is washed with hexanes
8. customdried in a Kugelrohr at 40° C.