HCID 59648542, compound → HCID 59648667, compound

Participants

Reaction Steps

To a solution of ethyl 3-hydroxymethyl-4H-furo[3,2-b]pyrrole-5-carboxylate (1.1 g, 5.26 mmol) in CH2Cl2 (100 mL) was added MnO2 (4.6 g, 52.6 mmol). The reaction mixture was stirred at rt overnight and was then filtered through Celite® and washed with CH2Cl2 (3×50 mL). The organic solution was concentrated in vacuo and chromatographed over silica gel (0 to 40% EtOAc in heptane over 30 min) to give ethyl 3-formyl-4H-furo[3,2-b]pyrrole-5-carboxylate (1.0 g, 92%) as light yellow solid. 1H NMR (400 MHz, CDCl3) δ ppm 1.41 (t, J=7.13 Hz, 3-H) 4.40 (q, J=7.13 Hz, 2H) 6.83 (dd, J=1.54, 1.00 Hz, 1H) 7.23 (d, J=0.88 Hz, 1H) 8.98 (br. s., 1H) 9.67 (s, 1H).

Provenance & Evidence