Sulfuric Acid → (5,6-Dimethyl-3-oxo-2-benzofuran-1(3H)-ylidene)acetonitrile
반응식
[N:1]([C:4]1[C:5]([C:7]2[C:12]([C:13](=[O:15])[CH:14]=1)=[CH:11][C:10]([CH3:16])=[C:9]([CH3:17])[CH:8]=2)=[O:6])=[N+]=[N-].S(=O)(=O)(O)O.C1(C2C(=CC=CC=2)CO1)=O>>[C:4]([CH:14]=[C:13]1[C:12]2[C:7](=[CH:8][C:9]([CH3:17])=[C:10]([CH3:16])[CH:11]=2)[C:5](=[O:6])[O:15]1)#[N:1]참가 물질
4
반응 조건
- 온도
- 3 °C
실험 절차
2-Azido-6,7-dimethyl naphtho-1,4-quinone (2.0 g) was added in small portions (10 mg) to cold (0°-5° C), vigorously stirred concentrated sulphuric acid (30 ml. over 11/2 hours and the red solution stirred a further 10 minutes at 3° C until nitrogen evolution ceased. Poured onto ice-water (400 g) whereby the phthalide separated as a whitish solid. After recrystallisation from ethanol in the presence of charcoal the white solid had m.p. 165°-181° C (mixture of E and Z isomers). (Found; C, 72.10; H, 4.77; N, 6.91; C12H9NO2 requires; C, 72.35; H, 4.55; N, 7.03%).