tert-Butanol → HCID 58072166, Verbindung
Reaktionsgleichung
[F:1][CH:2]([F:14])[O:3][C:4]1[CH:12]=[CH:11][C:7](C(O)=O)=[C:6]([F:13])[CH:5]=1.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:22])=CC=1.CC[N:34]([CH2:37]C)CC.[CH3:39][C:40]([OH:43])([CH3:42])[CH3:41]>>[F:14][CH:2]([F:1])[O:3][C:4]1[CH:12]=[CH:11][C:7]([NH:34][C:37](=[O:22])[O:43][C:40]([CH3:42])([CH3:41])[CH3:39])=[C:6]([F:13])[CH:5]=1Komponenten
5
Versuchsvorschrift
A solution of 4-(difluoromethoxy)-2-fluorobenzoic acid (1 g, 4.85 mmol), DPPA (1.6 g, 5.83 mmol) and Et3N (0.59 g, 5.83 mmol) in 16 mL of t-BuOH was refluxed for 4 h, and then concentrated. The residue was dissolved in dichloromethane (40 mL), washed with 1M HCl aqueous solution, dried over Na2SO4, and concentrated under reduced pressure. The crude product was purified by flash column chromatography on silica gel (petroether/AcOEt=4/1) to get the title compound (850 mg, yield 63%) as a yellow solid: 1H NMR (400 MHz, CDCl3): δ ppm 1.53 (s, 9H), 6.44 (t, J=73.6 Hz, 1H), 6.89-6.92 (m, 1H), 7.24-7.27 (m, 1H), 7.37-7.41 (m, 1H).