[Br:1][C:2]1[S:3][CH:4]=[C:5]([CH:7]=O)[N:6]=1.[CH3:9][O:10][C:11](=[O:32])[CH:12]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>O1CCCC1.O>[CH3:9][O:10][C:11](=[O:32])[CH:12]=[CH:7][C:5]1[N:6]=[C:2]([Br:1])[S:3][CH:4]=1Dissolve 2-bromothiazole-4-carbaldehyde (3.00 g, 15.62 mmol) in tetrahydrofuran (52 mL) and add methyl(triphenylphosphoranylidene)acetate (5.33 g. 15.62 mmol). Stir the mixture overnight at room temperature. Dilute the mixture with water and extract twice using diethyl ether. Dry the combined organics over sodium sulfate, filter, and concentrate. Purify via silica gel chromatography using a 0-30% gradient of EtOAc/hexanes to give 3.13 g (81%) of the title compound as a white solid.
Loading…
