Acetonitrile → HCID 22715202, compound

Participants

Reaction Conditions

Reaction Steps

Into a 450 mL capacity PARR® reactor, 1,.4-cyclohexanedimethanol vinyl ether (50 g, 294 mmol), acetonitrile (100 mL), and Cs2CO3 (2 g, 6 mmol) were added. The PARR® reactor was cooled to ˜30° C., partially evacuated and chlorotrifluoroethylene (34 g, 294 mmol) was condensed and the resultant mixture was heated at ˜50-60° C with stirring for 3 hours. After this, the PARR® reactor was cooled to room temperature, vented in the fume hood and the reaction mixture was poured into ˜150 mL water and the lower layer containing the crude product separated, and was concentrated under reduced pressure 0.05 mmHg) at 25-30° C. to afford the desired product as a colorless viscous liquid (49 g, 58% yield) which is a mixture of cis/trans isomers in the ratio 73:18; refractive index of 1.415 at 23.7° C.; GC/MS (EI mode): m/z at 286 for M+; 19F and 1H NMR spectral data are consistent with the structure.

Provenance & Evidence