反应详情

2-Hydroxymethylene inden-l-one (Example 1(ii) (a) (4.0 g; 25 mmol), p-methoxyphenyl hydrazine hydrochloride (Aldrich) (4.41 g; 25.25 mmol), 10 M hydrochloric acid (1 cm3) and ethanol (30 cm3), were heated under reflux, for 21 hours. After cooling, the mixture was concentrated in vacuo and the residue dissolved in dichloromethane, then washed with 2M NaOH, dried, filtered and concentrated in vacuo. Purification by column chromatography [Eluant: (dichloromethane: ethanol: ammonia (200:8:1)] Kugelrohr distillation (170° C.; 0.02 mmHg) and recrystallisation (ethanol) afforded needle shaped crystals, m.p. 102-103° C.

1. temperatureunder reflux, for 21 hours
2. temperatureAfter cooling
3. concentrationthe mixture was concentrated in vacuo
4. dissolutionthe residue dissolved in dichloromethane
5. washwashed with 2M NaOH
6. customdried
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customPurification by column chromatography [Eluant
10. distillation(dichloromethane: ethanol: ammonia (200:8:1)] Kugelrohr distillation (170° C.; 0.02 mmHg) and recrystallisation (ethanol)
11. customafforded needle