反应详情

A solution of 1.56 g of ethyl (2-methoxyphenyl)-acetimidate tetrafluoroborate and 0.96 cm3 of triethylamine in 20 cm3 of dry dichloromethane is added to a solution of 2 g of (3aR,4S,7aR)-7,7-diphenyl-4-perhydroisoindolol in 30 cm3 of dry dichloromethane, and the reaction mixture is then refluxed for 2 hours. 10 cm3 of a 10% aqueous solution of potassium carbonate are then added, the mixture is decanted and then the organic phase is washed with 20 cm3 of water, dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa). The residue is chromatographed on an alumina column (diameter 3.6 cm, height 31 cm), eluting under a nitrogen pressure of 0.1 bar with a dichloromethane and methanol mixture (95/5 by volume) and collecting fractions of 50 cm3. Fractions 5 to 30 are pooled and concentrated to dryness under reduced pressure (2.7 kPa). The solid obtained is washed with isopropyl oxide, drained and dried. 1.4 g of (3aR,4S,7aR)-7,7-diphenyl-2-[1-imino-2-(2-methoxyphenyl)ethyl]-4-perhydroisoindolol are obtained in the form of white crystals; melting point 105° C., with decomposition.

1. temperaturethe reaction mixture is then refluxed for 2 hours
2. customthe mixture is decanted
3. washthe organic phase is washed with 20 cm3 of water
4. dry with materialdried over magnesium sulphate
5. filtrationfiltered
6. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
7. customThe residue is chromatographed on an alumina column (diameter 3.6 cm, height 31 cm)
8. washeluting under a nitrogen pressure of 0.1 bar with a dichloromethane and methanol mixture (95/5 by volume)
9. customcollecting fractions of 50 cm3
10. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
11. customThe solid obtained
12. washis washed with isopropyl oxide
13. customdried