Phosphorus oxide (P4O10) → HCID 18544233, compound

Participants

Reaction Steps

5,6-Dimethoxy-1-indenone (5.1 g, 26.53 mmol) was dissolved in 120 mL of toluene. To this solution 17.7 mL (212 mmol) of pyrrolidine was added followed by 0.5 g of P2O5. The reaction mixture was refluxed for about 20 hours in a flask equipped with a Dean-Stark adapter. The flask was cooled to room temperature and the solvent was evaporated in vacuum leaving a brown-red solid. This solid was extracted with 50 mL of ether and filtered. The ether was evaporated leaving a brown solid. This solid was extracted with 120 mL of hot hexane and filtered. The hexane was removed and solid was dissolved in a mixture of 30 mL of toluene and 60 mL of hexane and filtered. The red solution was cooled to −27° C. overnight. The resulting solid was recovered by decantation, washed with cold hexane and dried under reduced pressure to give 2.97 g of 1-(5,6-dimethoxy-1H-inden-3-yl)pyrrolidine. Yield was 46 percent.

Provenance & Evidence