Triethylamine → HCID 118115071, compound

Participants

Reaction Steps

3-Chloro-N-methyl-5-(trifluoromethyl)aniline (467, 1.24 g, 5.9 mmol) was dissolved in 15 mL dry toluene. To it was added Et3N (1.1 mL, 7.9 mmol), and the mixture was stirred in ice bath. To it was drop-wise added a pre-made solution of triphosgene (2.46 g, 8.3 mmol) in 7.5 mL dry toluene. The mixture was then stirred in ice bath for 3 hours. EtOAc (120 mL) and water (50 mL) were then poured into the mixture, and the organic phase was separated. It was washed with saturated NaHCO3 (aq) solution, dried, concentrated in vacuo to afford crude 3-chloro-5-(trifluoromethyl)phenyl(methyl)carbamic chloride (468) as an oil.

Provenance & Evidence