反应详情

Combine Raney nickel (twice washed with water and twice washed with ethanol, 3.6 kg), 3-cyano-3-(3,4-dichlorophenyl)pentanedioic acid diethyl ester (1260 g, 3.51 mol), ethanol (9 L), and an aqueous concentrated ammonia solution (1.6 L) in a 5 gallon autoclave. Hydrogenate at 55 psi. After 20 hours, vent the vessel, purge with nitrogen, and filter. Rinse the solids with ethanol (about 1 L). Evaporate the filtrate in vacuo to give a residue. Combine the residue and ethyl acetate (10 L) and extract twice with water (1 L) and then with brine. Dry the organic layer over MgSO4, filter, and concentrate in vacuo to give a residue. Crystallize the residue from ethyl acetate (about 1.8 L) and heptane (about 7.2 L) to give a solid. Collect the solid to give the title compound: mp; 98-99° C.

1. washCombine Raney nickel (twice washed with water
2. custompurge with nitrogen
3. filtrationfilter
4. washRinse the solids with ethanol (about 1 L)
5. customEvaporate the filtrate in vacuo
6. customto give a residue
7. extractionextract twice with water (1 L)
8. dry with materialDry the organic layer over MgSO4
9. filtrationfilter
10. concentrationconcentrate in vacuo
11. customto give a residue
12. customCrystallize the residue from ethyl acetate (about 1.8 L) and heptane (about 7.2 L)
13. customto give a solid
14. customCollect the solid