Trimethyl phosphite → HCID 13614887, compound

Participants

Reaction Steps

A solution of 14 (1.55 g; 5.25 mmol) and trimethyl phosphite (514 μl; 782 mg; 6.31 mmol) in toluene (20 ml) was refluxed for 3 days. The mixture was purified by column chromatography (5-15% 2-propanol/hexane) to give 1.54 g (4.75 mmol; 90% yield) of 2. 1H NMR (400 MHz, CDCl3) δ 0.65 (6H, q, J=7.9 Hz), 0.98 (9H, t, J=7.9 Hz), 1.36 (6H, s), 3.40 (2H, d, JH—P=20.7 Hz) 3.80 (6H, d, JH—P=11.2 Hz); 13C NMR (101 MHz, CDCl3) δ 6.4, 6.9, 26.8, 33.7 (d, JC—P=137.8 Hz), 52.8 (d, JC—P=6.7 Hz) 80.0, 207.1 (d, JC—P=6.0 Hz); MS (EI) m/z 324 ([M−Et]+, 98), 238 (65), 211 (61), 173 (100); exact mass calculated for C11H24O5PSi ([M−Et]+) 295.1126. found 295.1126.

Provenance & Evidence