反应详情

Into a solution containing 2,2-bisethoxycarbonyl-5-norbornene (10 g) in dry tetrahydrofuran (100 ml) was added a mixture of lithium aluminum hydride (4.3 g) and dry tetrahydrofuran (100 ml) with stirring at room temperature. The reaction mixture was refluxed for 2 hours. After consumption of excess LiAlH4 by addition of water, the reaction mixture was concentrated to give a residue, which was extracted with chloroform. The extract was washed with a saturated NaCl solution, dried and concentrated to give as a solid substance 2,2-bishydroxymethyl-5-norbornene (Compound No. 21-1) (9.1 g), M.P., 108°-110° C. (recrystallization from isopropanol). IRνmaxNujol (cm-1): 3300, 2950, 1020.

1. additionwas added
2. temperatureThe reaction mixture was refluxed for 2 hours
3. customAfter consumption of excess LiAlH4
4. additionby addition of water
5. concentrationthe reaction mixture was concentrated
6. customto give a residue, which
7. extractionwas extracted with chloroform
8. washThe extract was washed with a saturated NaCl solution
9. customdried
10. concentrationconcentrated