反应详情

A mixture of 149.7 g (0.5 mole) of 5-benzyl-5,11-dihydro-10H-dibenz[b,f]azepin-10-one (vide British Pat. No. 961 444),27 ml of hydrogen fluoride, 125 g of sulphur tetrafluoride and 400 ml of methylene chloride is heated in a steel autocalve for 16 hours to 70° C. After the mixture has cooled, the bulk of the liquid constituents are filtered off with suction. Then water and aqueous ammonia solution are added until the pH of the aqueous phase is 9-10. The organic phase is separated, washed three times with water, diluted with 200 ml of benzene and concentrated in a rotary evaporator. The black residue is dissolved in methylene chloride and the solution is filtered through 700 g of silica gel (particle size 0.063-0.2 mm) with methylene chloride as eluant. The filtrate is concentrated, the residue dissolved in 1.5 liters of benzene and stirred for 30 minutes with 500 g of magnesium silicate gel. The mixture is filtered and 500 g of magnesium silicate gel are again added to the filtrate. After repeated filtration, the solution is concentrated in vacuo and the black residue is chromatographed over 800 g of silica gel (particle size 0.063-0.2 mm) with hexane/benzene (2:1) as eluant. The homogeneous fractions are combined and concentrated to yield the 5-benzyl-10-fluoro-5H-dibenz[b,f]azepine as a light yellow oil.

1. temperatureAfter the mixture has cooled
2. filtrationthe bulk of the liquid constituents are filtered off with suction
3. additionThen water and aqueous ammonia solution are added until the pH of the aqueous phase
4. customThe organic phase is separated
5. washwashed three times with water
6. additiondiluted with 200 ml of benzene
7. concentrationconcentrated in a rotary evaporator
8. dissolutionThe black residue is dissolved in methylene chloride
9. filtrationthe solution is filtered through 700 g of silica gel (particle size 0.063-0.2 mm) with methylene chloride as eluant
10. concentrationThe filtrate is concentrated
11. dissolutionthe residue dissolved in 1.5 liters of benzene
12. filtrationThe mixture is filtered
13. addition500 g of magnesium silicate gel are again added to the filtrate
14. filtrationfiltration
15. concentrationthe solution is concentrated in vacuo
16. customthe black residue is chromatographed over 800 g of silica gel (particle size 0.063-0.2 mm) with hexane/benzene (2:1) as eluant
17. concentrationconcentrated