Sodium hydride → HCID 19067990, compound

Participants

Reaction Steps

81 Grams of 6-allyl-7-allyloxy-3,4-dihydro-2(1H)-quinolinone obtained in Example 15 was dissolved in 500 ml of dimethylformamide, then 13 g of 60% oily sodium hydride and 50 g of prenyl bromide were added thereto and reacted similarly as in Example 17, after the reaction was finished, the reaction mixture was treated similarly, there was obtained yellow oily product. This oily product was subjected to treatment by means of a silica gel flush column chromatography by using a mixed solvent of methylene chloride-methanol (100:1) as the eluent. The secondary eluted portion was collected and concentrated, there was obtained 67 g (64.6%) of 6-allyl-7-allyloxy-3,4-dihydro-1-prenyl-2(1H)-quinolinone as pale yellow oily product. This oily product become a solid matter then it was allowed to stand at below 20° C., the solid matter was washed with ice-cooled petroleum ether to change white solid, dried in a desiccator and pulverized, there was isolated white powdery product.

Provenance & Evidence