Trifluoroacetic acid → (2E)-3-{4-[(4-Hydroxyphenyl)(tetrahydro-4H-thiopyran-4-ylidene)methyl]phenyl}-2-propenoic acid

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To an ice-cooled solution of 37 (0.16 g, 0.392 mmol) in dry CH2Cl2 (2 mL) was added TFA (2 mL) slowly. After stirring at 0° C. for 3 h, the reaction mixture was concentrated to give a yellow solid. The crude product was purified by flash column chromatography on silica gel using a CH2Cl2:MeOH gradient (100:0 to 0:100) to give compound 38 a yellow foam (0.074 g, 54%). 1H NMR (400 MHz, DMSO-d6): δ 2.42-2.46 (m, 4H), 2.63-2.66 (m, 4H), 6.46 (d, J=16 Hz, 1H), 6.68 (d, J=8.4 Hz, 2H), 6.87 (d, J=8.5 Hz, 2H), 7.09 (d, J=8.2 Hz, 2H), 7.53 (d, J=15.9 Hz, 1H), 7.59 (d, J=8.2 Hz, 2H), 9.39 (s, 1H), 12.38 (s, 1H). LRMS (ESI) m/z 353 (M+H)+. HRMS (ESI) Calcd for C21H21O3S: 353.1211 (M+H)+. Found: 353.1208.

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