反应详情

The POCl3 (20 ml, 215 mmol)) was added to (4-hydroxy-6,7,8,9-tetrahydro-5H-10-thia-1,3-diaza-benz[a]azulen-2-yl)-acetic acid ethyl ester (5.5 g, 0.01795 mol) and the solution was refluxed for 2 h. The reaction was quenched into 200 g of ice and extracted with 3×100 ml ethyl acetate. The combined organic layers were dried over sodium sulphate and concentrated under vacuum. The crude was purified by chromatography on silica gel using 10% ethyl acetate in hexanes to give (4-chloro-6,7,8,9-tetrahydro-5H-10-thia-1,3-diaza-benz[a]azulen-2-yl)-acetic acid ethyl ester (2 g, 34%) as a pale yellow solid. 1H NMR (400 MHz, CDCl3): δ 4.19 (q, 2H), 4.02 (s, 2H), 3.30-3.37 (m, 2H), 2.92-2.98 (m, 2H), 1.85-1.95 (m, 2H), 1.65-1.78 (m, 4H), 1.25 (t, 3H); LC-MS: [M+H]=325.0 & 327.1 m/z.

1. temperaturethe solution was refluxed for 2 h
2. customThe reaction was quenched into 200 g of ice
3. extractionextracted with 3×100 ml ethyl acetate
4. dry with materialThe combined organic layers were dried over sodium sulphate
5. concentrationconcentrated under vacuum
6. customThe crude was purified by chromatography on silica gel using 10% ethyl acetate in hexanes