反应详情

温度

-65 °C

2.31 g 1-Iodo-4-(trifluoromethyl)benzene are dissolved in 30 ml tetrahydrofurane, cooled to −65° C. and treated dropwise with 9.2 ml of a 1.6 M solution of tert.-butyllithium in n-pentan. The mixture is stirred for 30 minutes and then a solution of 1.9 g (S)-9-(tert-butyldimethylsilyloxy)-4-chloro-7,7-dimethyl-2′,3′,5′,6,6′,7,8,9-octahydro-3H-spiro[furo[3,4-c]quinoline-1,4′-pyran]-3-one in 30 ml tetrahydrofurane is added dropwise. The mixture is stirred for 30 minutes at −65° C. and for 30 minutes at −50° C. Then the reaction is quenched by addition of 0.5 ml methanol. The mixture is partitioned between 0.1 M hydrochloric acid and ethylacetate. The aqueous phase is twice extracted with ethylacetate. The combined organic phases are dried with sodium sulphate and the solvents are evaporated in vacuo. The residue is chromatographed on silica gel (petrole ether/ethylacetate 100:0 to 80:20).

1. stirringThe mixture is stirred for 30 minutes at −65° C. and for 30 minutes at −50° C
2. customThen the reaction is quenched by addition of 0.5 ml methanol
3. customThe mixture is partitioned between 0.1 M hydrochloric acid and ethylacetate
4. extractionThe aqueous phase is twice extracted with ethylacetate
5. dry with materialThe combined organic phases are dried with sodium sulphate
6. customthe solvents are evaporated in vacuo
7. customThe residue is chromatographed on silica gel (petrole ether/ethylacetate 100:0 to 80:20)