反应详情

To a stirred solution of indane (300 grams) and 3-chloropropionoyl chloride (323 grams) in methylene chloride (2 L) at 0° C. was added aluminum chloride (376 grams) over a period of 3 hours. Once the addition was complete, the cooling bath was removed and the mixture was warmed to room temperature and stirred until hydrogen chloride evolution ceased. The reaction was quenched by pouring onto a mixture of 3.5 kg of ice and 700 mL of concentrated hydrochloric acid. The layers were separated, and the aqueous phase was extracted with methylene chloride. The combined methylene chloride layers were washed with water, saturated sodium bicarbonate solution and brine. The organic phase was dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was recrystallized from hexane to afford 282 grams of a yellow solid, m.p. 63.5-65.1° C.

1. additionOnce the addition
2. customthe cooling bath was removed
3. customThe reaction was quenched
4. additionby pouring onto a mixture of 3.5 kg of ice and 700 mL of concentrated hydrochloric acid
5. customThe layers were separated
6. extractionthe aqueous phase was extracted with methylene chloride
7. washThe combined methylene chloride layers were washed with water, saturated sodium bicarbonate solution and brine
8. dry with materialThe organic phase was dried with anhydrous sodium sulfate
9. concentrationconcentrated in vacuo
10. customThe residue was recrystallized from hexane