反应详情

温度

50 °C

Acetic anhydride (54.1 g) was chilled to 0° C. and stirred as 98% formic acid (33.1 g) was added over 30 minutes, keeping the temperature below 5° C. The solution was warmed to 50° C., held at this temperature for 15 minutes, and chilled to 5° C. The resulting solution of acetic-formic anhydride was added over 5 minutes to a stirred, chilled solution of (R)(-)-N-methyl-1,2,3,4-tetrahydro-1-naphthylamine (19.08 g) in 98% formic acid (19.08 ml), keeping the temperature below 10° C. The reaction solution was warmed to room temperature, stirred for 1 hour, poured into an ice-water mixture (200 g) and stirred for 30 minutes. The mixture was basified to pH 9 with 10N aqueous sodium hydroxide solution (about 230 ml) and extracted with dichloromethane (3×200 ml). The combined extracts were back-washed with 1N aqueous hydrochloric acid (100 ml), then water (100 ml), and evaporated under vacuum to give the title compound (21.63 g, 96.6%) as a solid, m.p. 53°-55° C.; Rf 0.80 (silica; chloroform, methanol; 95:5).

1. additionwas added over 30 minutes
2. customthe temperature below 5° C
3. temperaturechilled to 5° C
4. customthe temperature below 10° C
5. temperatureThe reaction solution was warmed to room temperature
6. stirringstirred for 30 minutes
7. extractionextracted with dichloromethane (3×200 ml)
8. washThe combined extracts were back-washed with 1N aqueous hydrochloric acid (100 ml)
9. customwater (100 ml), and evaporated under vacuum