Acetyl chloride → HCID 136197445, compound

Participants

Reaction Steps

The compound (200 mg, 0.412 mmol) of example 106 was dissolved in dichloromethane (30 ml) and added with trifluoroacetic acid (2 ml), followed by stirring at room temperature for 0.5 h. The reaction mixture was directly concentrated to dryness. The resultant oil was dissolved in dichloromethane (30 ml) and added with triethylamine (1 ml). Under ice-water both, acetyl chloride (33 mg, 0.42 mmol) was added dropwise thereinto. 0.5 h later, TLC showed that the reaction was complete. The reaction mixture was washed with water (50 ml) and saturated saline (50 ml). The organic layer was dried with anhydrous sodium sulfate, and concentrated, and the residue was passed through a silica gel column to give the white title compound (50 mg, yield: 28%). 1H NMR (CDCl3) δ: 8.79 (1H, br), 8.51 (1H, d), 7.93 (1H, dd), 6.99 (1H, d), 6.05 (1H, br), 4.15 (2H, t), 3.40 (2H, t), 2.68 (2H, q), 2.60 (2H, q), 2.44 (2H, t), 2.03 (3H, s), 1.97 (2H, m), 1.94 (2H, m), 1.32 (3H, t), 1.16 (3H, t), 1.14 (3H, t).

Provenance & Evidence