反应详情

A solution of 3-cyclopent-2-enyloxy-4-methoxybenzaldehyde (7.70 g) in t-butanol (160 mL) and 2-methyl-2-butene (40 mL) is treated dropwise with an aqueous solution (150 mL) containing sodium chlorite (80% technical grade; 4.39 g) and sodium dihydrogen phosphate (38.49 g), and left to stand overnight. The resulting mixture is extracted with dichloromethane (2×250 mL), and the combined organic layers are dried over sodium sulfate, the solvent is removed under reduced pressure and the resulting residue is recrystallized from ethyl acetate, to give 3-cyclopent-2-enyloxy-4-methoxybenzoic acid (5.89 g), in the form of a colorless solid. m.p. 160-163° C. [Elemental analysis: C,66.4; H,6.0%; calculated: C,66.7; H,6.0%].

1. waitleft
2. extractionThe resulting mixture is extracted with dichloromethane (2×250 mL)
3. dry with materialthe combined organic layers are dried over sodium sulfate
4. customthe solvent is removed under reduced pressure
5. customthe resulting residue is recrystallized from ethyl acetate