反应详情

A solution of 2,6-diphenylpiperidine [3.0 g, 12.6 mmol; prepared by the method of V. Baliah et al., Indian J. Chem., 16B, 1965 (1978)] and 1,4-but-2-enediol diacetate (1.1 g, 6.3 mmol) in tetrahydrofuran (20 ml, THF) is treated with tetrakis(triphenylphosphine)palladium (0) (0.65 g, 0.6 mmol) and stirred at room temperature overnight. The reaction mixture is concentrated in vacuo to a solid that is redissolved in THF (100 ml) and treated with 20% aqueous sodium hydroxide (25 ml). The mixture is stirred for one hour, concentrated, and extracted with diethyl ether. The ether extracts are dried and concentrated giving an orange solid which is purified by crystallization from methanol to yield 2.02 g (61%) of the title compound as a white solid melting at 197°-200° C.

1. customprepared by the method of V
2. concentrationThe reaction mixture is concentrated in vacuo to a solid
3. dissolutionthat is redissolved in THF (100 ml)
4. additiontreated with 20% aqueous sodium hydroxide (25 ml)
5. stirringThe mixture is stirred for one hour
6. concentrationconcentrated
7. extractionextracted with diethyl ether
8. dry with materialThe ether extracts are dried
9. concentrationconcentrated
10. customgiving an orange solid which
11. customis purified by crystallization from methanol