反应详情

A solution of 1.4 g. of 1,3-dihydro-1'-methyl-3-phenylspiro[isobenzofuran-1,4'-piperidine], (Example 2), in 20 ml. of tetrahydrofuran is cooled to -50° and treated dropwise with 4 ml. of butyllithium in hexane. Stirring is continued for 30 minutes under nitrogen. To the solution is slowly added 900 mg. of dimethylsulfate in 10 ml. of tetrahydrofuran. The mixture is stirred at -10° for 1 hour and overnight at ambient temperature. Ice is added, the mixture is extracted with ether, and the organic solution is concentrated to an oil. The oil is converted to the hydrobromide salt and recrystallized from ethyl acetate to give crystals, m.p. 122°-125°.

1. additiontreated dropwise with 4 ml
2. stirringThe mixture is stirred at -10° for 1 hour and overnight at ambient temperature
3. additionIce is added
4. extractionthe mixture is extracted with ether
5. concentrationthe organic solution is concentrated to an oil
6. customrecrystallized from ethyl acetate
7. customto give crystals, m.p. 122°-125°