反应详情

To a cooled, stirred solution of 25.6 g (0.053 moles) of 2,7-bis(4-piperidinobutyryl)xanthene dissolved in 200 ml of tetrahydrofuran is added a solution of 4.2 g (0.11 moles) of sodium borohydride contained in a solution of 50 ml of methanol and 5 ml of a 10% sodium hydroxide solution. The resulting mixture is allowed to warm gradually to room temperature and stirring continued overnight. The reaction mixture is diluted with water and the solid which forms is filtered, washed with water and air dried. The solid product is dissolved in a 10% hydrochloric acid solution, filtered and the filtrate made alkaline with a 10% sodium hydroxide solution. The alkaline filtrate is extracted with methylene chloride. The organic extract is then washed with water, followed by a wash of saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and evaporated to dryness in vacuo. The residue containing the desired α,α'-bis(3-piperidinopropyl)xanthene-2,7-dimethanol is recrystallized twice from benzene to yield a product having a m.p. of 145°-6° C.

1. filtrationthe solid which forms is filtered
2. washwashed with water and air
3. customdried
4. dissolutionThe solid product is dissolved in a 10% hydrochloric acid solution
5. filtrationfiltered
6. extractionThe alkaline filtrate is extracted with methylene chloride
7. extractionThe organic extract
8. washis then washed with water
9. washa wash of saturated sodium chloride solution
10. dry with materialdried over anhydrous magnesium sulfate
11. filtrationfiltered
12. customevaporated to dryness in vacuo
13. additionThe residue containing the desired α,α'-bis(3-piperidinopropyl)xanthene-2,7-dimethanol
14. customis recrystallized twice from benzene
15. customto yield a product