반응 #96219

반응 방정식

2,2-bisethoxycarbonyl-5-norbornene

lithium aluminum hydride

→

2,2-bishydroxymethyl-5-norbornene

수율 140.6%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   온도The reaction mixture was refluxed for 2 hours
3. 3
   기타After consumption of excess LiAlH4
4. 4
   workup.ADDITIONby addition of water
5. 5
   농축the reaction mixture was concentrated
6. 6
   기타to give a residue, which
7. 7
   추출was extracted with chloroform
8. 8
   세척The extract was washed with a saturated NaCl solution
9. 9
   기타dried
10. 10
    농축concentrated

실험 절차

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.

출처