Phosphorus oxychloride → HCID 136375548, compound

Participants

Reaction Conditions

Reaction Steps

Phosphoryl chloride (5.42 ml, 58.1 mmol) was added to a chloroform (100 ml)solution of N-(4,5-dimethoxy-3-hydroxyphenethyl)-4-methoxyphenylacetamide (6.71 g, 19.4mmol) at room temperature, and the mixture was stirred under a nitrogen atmosphere at 55° C. for 16 hours. The solvent and excess phosphoryl chloride were removed under reduced pressure, and the resultant residue was recrystallized from methanol-ether to give 6.05 g (yield: 86 %) of the captioned compound as colorless needles. Melting point: 214°-216° C. (dec) High resolution FAB-MS (m/z, (C19H21NO4 +H)+): Calc. 328.1549 Found 328.1526 1H-NMR (300 MHz, CDCl3, δ ppm): 2.85 (2H, t, J=7.4Hz), 3.73 (3H, s), 3.82 (2H, t, J=7.4Hz), 3.91 (3H, s), 3.94 (3H, s), 4.78 (2H,s), 6.38 (1H, s), 6.76 (2H, d, J=8.8Hz), 7.40 (2H, d, J=8.8Hz)

Provenance & Evidence