p-Anisoyl chloride → HCID 59736815, compound

Participants

Reaction Steps

A solution of 91 (636 mg, 1.74 mmol) and 4-methoxybenzoyl chloride (446 mg, 2.62 mmol) in pyridine (10 ml) was stirred at room temperature during 16 h. The solvent was evaporated, ethyl acetate was added and washed with a saturated solution of NH4Cl and then with a saturated solution NaCl. The organic layer was dried over MgSO4, filtered and concentrated. After purification by flash chromatography on silica gel (eluent 5-10% EtOAc in Hexanes), 804 mg (93%) of compound 92 was obtained as a yellow oil. 1H NMR: (400 MHz, DMSO) δ (ppm): 10.64 (s, 1H), 8.05 (d, J=8.6 Hz, 1H), 7.95-7.93 (m, 3H), 7.59 (d, J=5.3 Hz, 1H), 7.46 (dd, J=8.6, 2.0 Hz, 1H), 7.28 (d, J=5.3 Hz, 1H), 7.10 (dt, J=9.0, 2.2 Hz, 2H), 4.95 (s, 2H), 3.85 (s, 3H), 0.88 (s, 9H), 0.09 (s, 6H).

Provenance & Evidence