反应详情

温度

90 °C

Borane in tetrahydrofuran (1.0M, 24.7 ml) was added dropwise to a tetrahydrofuran solution of 2-(3-bromophenyl)-N,N-dimethyl-acetamide (1.5 g, Example 25a)) at 0° C. Once addition was complete the solution was refluxed at 90° C. for 20 hours. The solution was cooled to room temperature, acidified with hydrochloric acid (6M, 10 ml) and refluxed for a further hour. The solution was cooled to room temperature and extracted with diethyl ether. The aqueous layer was basified with 10% aqueous sodium hydroxide and extracted with ethyl acetate. The extracts were dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was converted to the hydrochloride salt by treatment with a solution of 4M hydrogen chloride in dioxan to give the sub-title compound as a hygroscopic gum (0.949 g).

1. additionOnce addition
2. temperatureThe solution was cooled to room temperature
3. temperaturerefluxed for a further hour
4. temperatureThe solution was cooled to room temperature
5. extractionextracted with diethyl ether
6. extractionextracted with ethyl acetate
7. dry with materialThe extracts were dried over anhydrous magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated