反应详情

Sodium hydride (5.0 g; 0.10 mole) is added portionwise with cooling (5°-10° C.) under a nitrogen atmosphere to a solution of 11-cyano-6,11-dihydrodibenz[b,e]oxepin of Example 1A, (20.0 g; 0.09 mole) in dry DMF (200 ml). After thirty minutes, effervescence ceases and 2-dimethylaminoethyl chloride (10.0 g; 0.09 mole) in dimethyl formamide [DMF] (200 ml) is added dropwise. Stirring is continued at 80° C. for sixteen hours. The reaction is cooled and poured into three liters of water. After extraction with ether, the ether is re-extracted with 1 N HCl, and the combined aqueous extracts are made basic with 50% NaOH. After extracting with ether and drying (K2CO3), the solvent is removed in vacuo to provide an oil which is chromatographed on an alumina column. The resulting oil crystallizes upon standing and trituration with hexane yields 11.0 g (42%) of a solid of 11-cyano-11-[2-(dimethylamino)ethyl]-6,11-dihydrodibenz[ b,e]oxepin (m.p. 63°-65° C.),

1. waitAfter thirty minutes
2. waitis continued at 80° C. for sixteen hours
3. temperatureThe reaction is cooled
4. extractionAfter extraction with ether
5. extractionthe ether is re-extracted with 1 N HCl
6. extractionAfter extracting with ether
7. dry with materialdrying (K2CO3)
8. customthe solvent is removed in vacuo
9. customto provide an oil which
10. customis chromatographed on an alumina column
11. customThe resulting oil crystallizes