Dimethylformamide → HCID 69004267, compound

Participants

Reaction Steps

2-Methyl-3-(7-phenyl-2-naphthyl)propanoic acid (6.25 g, 21.5 mmole) was suspended in CH2Cl2 (20 ml), and SOCl2 (2.9 ml, 40 mmole) and 0.05 ml of DMF were added. The resulting mixture was stirred for 2 h at room temperature, refluxed for additional 1 h, evaporated and dried in vacuo. AlCl3 (4.3 g, 33 mmol) was suspended in CH2Cl2 (40 ml), and solution of obtained chloroanhydride in CH2Cl2 (20 ml) was added at 0° C. within 0.5 h. The resulting mixture was allowed to warm to room temperature, stirred for additional 2 h, and poured into ice/HCl (˜200 g+40 ml). The resulting mixture was extracted by CH2Cl2 (4×50 ml). Combined organic phase was washed by aq. KHCO3, dried over MgSO4, evaporated and dried in vacuo giving practically pure solid product. The yield 5.45 g (92%).

Provenance & Evidence