Lactic Acid → Tetrabutylphosphonium Lactate Lactic Acid

Participants

Reaction Steps

Lactic acid (5-15 mmol) and tetrabutylphosphonium hydroxide (˜40% sol. in H2O) (3.414 g, 5 mmol) were dissolved in 20 ml of acetone and stirred for 15 min at room temperature. The solvent was evaporated and the remaining viscous liquid was dried at 0.1 mbar with stirring for 24 hrs. 1H-NMR (300 MHz, d6-DMSO) δ(ppm)=3.84 (br s, 1H), 3.44 (q, J=6.7 Hz, 1H), 2.18 (m, 8H), 1.41 (m, 16H), 1.05 (d, J=7.2 Hz, 3H), 0.91 (t, J=6.7 Hz, 12H). 31P-NMR (121.5 MHz, d6-DMSO) δ(ppm)=35.0. 13C-NMR (75 MHz, d6-DMSO) δ(ppm)=176.8, 67.3, 23.72 (d, J=15.5 Hz), 23.01 (d, J=4.7 Hz), 21.91, 17.70 (d, J=47.9 Hz), 13.62 (s).

Provenance & Evidence