反应详情

To a solution of 2,3,5-triflorobenzaldehyde (1.6 g, 10 mmol) and dimethylmalonate (1.2 ml, 10.5 mmol) in anhydrous dichloromethane (20 ml) under N2 at room temperature in a water bath, was added triethylamine (2.1 ml, 15.4 mmol). Methanesulfonyl chloride (1.0 ml, 12.8 mmol) was added at room temperature. The reaction was stirred for 1 hr. Additional triethylamine (2.1 ml, 15.4 mmol) was added. After the mixture was stirred for 3 hr at room temperature, additional methanesulfonyl chloride (0.5 ml, 6.4 mmol) and triethylamine (1.5 ml, 10 mmol) were added. The mixture was stirred for 1 hr. Water (50 ml) and ethyl acetate (50 ml) were added, separated the layers. Aqueous layer was extracted with ethyl acetate (50 ml). The combined organic layer was washed with brine and dried over anhydrous sodium sulfate. It was concentrated to oil (3.5 g) and identified as 2-(2,3,5-triflorobenzylidene)-malonic acid dimethyl ester. 1 H NMR (CDCl3): δ 7.20 (m, 1 H), 6.85 (m, 1 H), 3.88 (s, 3 H), 3.84 (s, 3 H). Mass: [M+1] 243.

1. stirringAfter the mixture was stirred for 3 hr at room temperature
2. stirringThe mixture was stirred for 1 hr
3. customseparated the layers
4. extractionAqueous layer was extracted with ethyl acetate (50 ml)
5. washThe combined organic layer was washed with brine
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationIt was concentrated to oil (3.5 g)