Trimethylamine → HCID 13581305, compound

Participants

Reaction Steps

Trimethylamine (10.6 g, 0.18 mole) was distilled into a solution of 37.0 g (0.184 mole) of methyl 3-azidotetrafluoropropionate, prepared as in Example 9, in 100 ml of ether. Precipitation of product was accompanied by a small exotherm. The reaction was determined by gas chromatography to be nearly complete after 4 hr. The mixture was stirred overnight, then evaporated under vacuum until dry. The residue was 31.8 g (68%) of tetramethylammonium-3-azidotetrafluoropropionate, mp 144°-145° (dec.). IR (nujol): 2170 (N3), 1680 (broad, CO21-), and 1250-1100 cm-1 (CF), NMR (DMSO-d6): H 3,25 ppm (s, CH3); 19F -90.8 (t, JFF 6.2 Hz, 2F, CF2N3) and -115.8 ppm (t, JFF 6.2 Hz, 2F, CF2C=O).

Provenance & Evidence