反应详情

To a stirred mixture of 0.51 g of lithium amide and ml of liquid ammonia was added dropwise a solution of 3.64 g of 2,5-dihydro-2,5-dimethoxy-2-(3-butynyl)furan in 2.5 ml of tetrahydrofuran during 5 minutes. The mixture was stirred under reflux for 30 minutes and then treated dropwise with a solution of 5.0 g of 1-bromo-4,4,4-trimethoxybutane (U.S. Pat. No. 3,864,387) in 5 ml of tetrahydrofuran during 5 minutes. This solution was stirred under reflux for one hour, the ammonia allowed to evaporate during one hour and the resulting solution stirred at 20° C. for 10 minutes. This solution was partitioned with ether and brine. The organic layer was dried, treated with 2 drops of pyridine, and then concentrated, giving 7.1 g of the desired compound as a light amber oil; PMR δ 5.9 (2H, m, vinyl hydrogens).

1. temperatureunder reflux for 30 minutes
2. stirringThis solution was stirred
3. temperatureunder reflux for one hour
4. customto evaporate during one hour
5. stirringthe resulting solution stirred at 20° C. for 10 minutes
6. customThis solution was partitioned with ether and brine
7. customThe organic layer was dried
8. additiontreated with 2 drops of pyridine
9. concentrationconcentrated