2-cyclobutylidene-N-(4-methoxy-2,3-dimethylphenyl)acetamide → 6'-hydroxy-7',8'-dimethyl-1'H-spiro[cyclobutane-1,4'-quinolin]-2'(3'H)-one
반응식
[C:1]1(=[CH:5][C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15]C)=[C:11]([CH3:17])[C:10]=2[CH3:18])=[O:7])[CH2:4][CH2:3][CH2:2]1>CS(O)(=O)=O>[OH:15][C:12]1[CH:13]=[C:14]2[C:9](=[C:10]([CH3:18])[C:11]=1[CH3:17])[NH:8][C:6](=[O:7])[CH2:5][C:1]12[CH2:4][CH2:3][CH2:2]1참가 물질
3
실험 절차
A solution of 2-cyclobutylidene-N-(4-methoxy-2,3-dimethylphenyl)acetamide (5 g) in methane sulfonic acid (20 mL) was refluxed at 120° C. overnight. After cooling down, the solution was poured onto ice. The solid present was collected by filtration and washed with water (×3), giving 6′-hydroxy-7′,8′-dimethyl-1′H-spiro[cyclobutane-1,4′-quinolin]-2′(3′H)-one (2.5 g) which was used in the next step without further purification. 1H-NMR (300 MHz, CDCl3) δ=6.8 (s, 1H); 3.37 (s, 1H); 2.64 (s, 2H); 2.43 (m, 3H); 2.16 (s, 6H); 2.07 (m, 3H) ppm. MS: (m/z)=232 (100, M+H+).