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 fromethyl 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 fromethyl acetate