反应详情

Reaction was carried out under nitrogen atmosphere. To 400 ml of tetrahydrofuran, 46.2 g (0.22 mol) of dibromodifluoromethane was dissolved, followed by drop-wise adding 70.2 g (0.43 mol) of tris (dimethylamino)phosphine at −10° C. After the end of the drop-wise addition, the reaction liquid was stirred at room temperature for 1 hour, and 150 ml tetrahydrofuran solution dissolving with 19.2 g (0.10 mol) of 3-oxobutylbenzoate was further added drop-wise at −20° C. After the end of the drop-wise addition, the reaction liquid was stirred at room temperature overnight. To this mixture, diethyl ether was added, followed by washing with dilute hydrochloric acid, a saturated aqueous solution of sodium hydrogencarbonate and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate, and concentrating under reduced pressure. The residue was purified by silica gel column chromatography (diisopropyl ether:hexane=1:8) to obtain 16.4 g (yield: 72%) of 4,4-difluoro-3-methyl-3-butenyl benzoate.

1. customReaction
2. additionAfter the end of the drop-wise addition
3. customthe reaction liquid
4. customat −20° C
5. additionAfter the end of the drop-wise addition
6. customthe reaction liquid
7. stirringwas stirred at room temperature overnight
8. washby washing with dilute hydrochloric acid
9. dry with materialby drying over anhydrous magnesium sulfate
10. concentrationconcentrating under reduced pressure
11. customThe residue was purified by silica gel column chromatography (diisopropyl ether:hexane=1:8)