反应详情

4-(4-Chlorophenyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (0.10 g, 0.38 mmol) was dissolved in N,N-dimethylformamide (0.5 ml) and triethylamine (110 μl, 0.76 mmol) and 4-methoxybenzyl chloride (51 μl, 0.38 mmol) were added and the resulting mixture was shaken at 1000 rpm for 3 days. Water (2 ml) was added and the mixture was extracted with ethyl acetate (2×1 ml). The combined organic extracts were concentrated in vacuo. The residue was purified by preparative thin layer chromatography eluting with a mixture of ethyl acetate and heptane (1:4) to afford the free base. This was dissolved in diethyl ether and 1N HCl in diethyl ether was added drop wise to complete precipitation to afford 52 mg (34%) of the title compound.

1. extractionthe mixture was extracted with ethyl acetate (2×1 ml)
2. concentrationThe combined organic extracts were concentrated in vacuo
3. customThe residue was purified by preparative thin layer chromatography
4. washeluting with a mixture of ethyl acetate and heptane (1:4)
5. customto afford the free base
6. customwise to complete precipitation