反应详情

A mixture of a solution of methylamine in industrial methylated spirit (33% w/w; 315.8 ml), industrial methylated spirit (291.6 ml), 2'-chloro-4'-fluoroacetophenone (203.4 g) and copper powder (2.8 g) was heated to 80° in a glass autoclave over a period of 1 hour. The mixture was stirred at 80° for a further 2 hours and then allowed to cool to 45° over a period of 1 hour. The mixture was transferred to a second vessel and the autoclave rinsed with industrial methylated spirit (50 ml) which was then added to the second vessel. The mixture was heated to 50°. A solution of sodium sulphide nonahydrate (11.2 g) in water (117 ml) was added and the mixture was heated at 50° for a further 15 minutes. The mixture was filtered and the residue washed with industrial methylated spirit (100 ml). The filtrate and washings were combined and evaporated to give a brown oil. The brown oil was stirred with hydrochloric acid (5M; 800 ml) for 2.5 hours and then dichloromethane (600 ml) added. The layers were separated and the aqueous phase further extracted with dichloromethane (2×300 ml). The organic phases were combined and evaporated to give 4'-fluoro-2'-(methylamino)-acetophenone as a brown oil which solidified at ambient temperature.

1. temperaturewas heated to 80° in a glass autoclave over a period of 1 hour
2. temperatureto cool to 45° over a period of 1 hour
3. customThe mixture was transferred to a second vessel
4. washthe autoclave rinsed with industrial methylated spirit (50 ml) which
5. additionwas then added to the second vessel
6. temperatureThe mixture was heated to 50°
7. additionA solution of sodium sulphide nonahydrate (11.2 g) in water (117 ml) was added
8. temperaturethe mixture was heated at 50° for a further 15 minutes
9. filtrationThe mixture was filtered
10. washthe residue washed with industrial methylated spirit (100 ml)
11. customevaporated
12. customto give a brown oil
13. customThe layers were separated
14. extractionthe aqueous phase further extracted with dichloromethane (2×300 ml)
15. customevaporated