反应详情

To a solution of sodium metal (20 mg) in methanol (30 ml) was added (+) [(5,6-dichloro-2,3,9,9a-tetrahydro-3-oxo-9a-propy-1H-fluoren-7-yl)oxy]-acetonitrile (1.05 g, 3.0 mMole). The reaction mixture was stirred for 11/4 hours in a nitrogen atmosphere then treated with ethylenediamine dihydrochloride (410 mg, 3.1 mMole) and stirring was continued for 2 hours. Ethanolic hydrogen chloride was added until the reaction mixture was just acidic. After 1/2 hour, the methanol was distilled at reduced pressure, the residue dissolved in water, treated with 10N sodium hydroxide (1 ml), extracted with ether containing 5% tetrahydrofuran, washed with water, brine, dried over potassium carbonate and evaporated to dryness to give the (+)-enantiomer of 2-[(5,6-dichloro-2,3,9,9a-tetrahydro-3-oxo-9a-propyl-1H-fluoren-7-yl)-oxymethl]imidazoline which melts at 152°-154° C.

1. stirringstirring
2. waitwas continued for 2 hours
3. waitAfter 1/2 hour
4. distillationthe methanol was distilled at reduced pressure
5. dissolutionthe residue dissolved in water
6. additiontreated with 10N sodium hydroxide (1 ml)
7. extractionextracted with ether containing 5% tetrahydrofuran
8. washwashed with water, brine
9. dry with materialdried over potassium carbonate
10. customevaporated to dryness