1,3-Dichlorobenzene → HCID 90418152, Verbindung
Reaktionsgleichung
[F:1][C:2]([F:11])([F:10])[C:3]#[C:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH2:12]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2OC(=O)[S:22][N:21]=2)=[CH:16][CH:15]=1)[CH3:13].ClC1C=CC=C(Cl)C=1>>[CH2:12]([C:14]1[CH:19]=[CH:18][C:17]([C:20]2[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[C:3]([C:2]([F:10])([F:11])[F:1])[S:22][N:21]=2)=[CH:16][CH:15]=1)[CH3:13]Komponenten
4
Reaktionsbedingungen
- Temperatur
- 150 °C
Versuchsvorschrift
Into a 50-mL sealed tube, was placed ethyl 4,4,4-trifluorobut-2-ynoate (1.25 g, 7.53 mmol, 1.56 equiv), 5-(4-ethylphenyl)-2H-1,3,4-oxathiazol-2-one (1.0 g, 4.83 mmol, 1.00 equiv), 1,3-dichlorobenzene (8 mL). The resulting solution was stirred for 16 h at 150° C. The reaction progress was monitored by LCMS. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with petroleum ether (100). This resulted in 1.068 g (67%) of ethyl 3-(4-ethylphenyl)-5-(trifluoromethyl)-1,2-thiazole-4-carboxylate as yellow oil.