반응 #53379
ord-114306deb5744f5a827d9dfe52c8a547
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1여과After this time, the mixture was filtered through a silica gel pad
- 2기타the solvent was removed at reduced pressure
- 3기타The residue was purified by flash chromatography (silica gel, 1:3 ethyl acetate/hexanes)
실험 절차
A solution of 16 (7.1 g, 37 mmol) in 150 dry ethanol (150 mL) was placed in a 0.5 L Parr flask and palladium on carbon (0.92 g, 5% wet. Pd/C) was added as a suspension in ethanol (25 mL). The reaction mixture was shaken at 50 psi of hydrogen pressure at room temperature for 24 hours. After this time, the mixture was filtered through a silica gel pad and the solvent was removed at reduced pressure. The residue was purified by flash chromatography (silica gel, 1:3 ethyl acetate/hexanes) to provide 17 (6.7 g, 92%) as a clear oil. 1H NMR (300 MHz, CDCl3) δ1.48 (m, 2H), 1.60 (m, 4H), 2.58 (m, 2H), 3.63 (m, 2H) 3.80 (s, 3H), 6.83 (d, 2H), 7.10 (d, 2H).