Triethylamine → HCID 46897090, compound

Participants

Reaction Conditions

Reaction Steps

Allomaltol (1.256 g, 10 mmol) was dissolved in 40 mL of anhydrous THF. The mixture was cooled to 0° C. Triethylamine (1.8 mL, 13 mmol) was added. Furan-2-carbonyl chloride (1.500 g, 11 mmol) was added dropwise. Cold bath was removed and the mixture was stirred at room temperature overnight. The reaction was extracted with EtOAc. The organic phase was washed with brine 2 times then dried over Na2SO4 and concentrated. The crude product was purified with flash chromatography using EtOAc/hexanes to give the desired product as a brown solid (1.539 g, 70%). MP (136° C.). 1H NMR (CDCl3) δ (ppm): 2.30 (s, 3H), 6.29 (s, 1H), 6.55 (m, 1H), 7.37 (m, 1H), 7.64 (m, 1H), 7.94, (s, 1H). 13C NMR (CDCl3) δ (ppm): 19.8, 112.6, 115.4, 120.8, 140.5, 143.0, 147.9, 148.4, 155.4, 166.5, 172.1.

Provenance & Evidence