Toluene → Benzyl 5,6-dihydropyridine-1(2H)-carboxylate
반응식
[C:1]([OH:5])(C)(C)C.S(C1C=CC(C)=CC=1)([O-])(=O)=[O:7].[NH+:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:23]1([CH3:29])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[N:17]1([C:1]([O:5][CH2:29][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:7])[CH2:22][CH2:21][CH:20]=[CH:19][CH2:18]1참가 물질
4
반응 조건
- 온도
- 100 °C
실험 절차
A solution of the acyl azide in toluene (150 ml) was added dropwise to a toluene solution (150 ml) of t-butanol (30 ml) and pyridinium tosylate (9 mg) at 100° C. After completion of the addition, the reaction mixture was maintained at 100° C. for 12 hours. The reaction mixture was concentrated in vacuo, and the residue was chromatographed on silica gel (eluant: 20% ethyl acetate/hexane), providing the title compound as a viscous yellow oil, (2.4 g, 6.9 mmol, 7.5% yield from benzyl 1,2,5,6-tetrahydropyridine-1-carboxylate).