HCID 11135603, compound → HCID 10188945, compound

Participants

Reaction Steps

Dimethylamine (2-perfluorooctylethyl)isopropyl carbamate 10 (251 mg, 0.44 mmol) was stirred with 1:1 CH2Cl2/TFA at room temperature overnight. After evaporation of solvent, the residue was partitioned between dichloromethane and aqueous K2CO3. The organic phase was dried over MgSO4 and evaporated to give pure product (262 mg, 100%); 1H NMR (CDCl3)δ 2.22-2.08 (m, 4H), 1.63 (s, 6H); 19F NMR (CDCl3) δ −74.6 (3F), −79.6 (2F), −113.3 (2F), −120.8 (6F), −121.6 (2F), −122.1 (2F), −125.0 (2F). 13C NMR (CDCl3) δ 156.4 (t), 121.5-105.1 (m), 86.7, 31.5, 25.7 (t), 25.0; LRMS: m/z (relative intensity) 587 (M+−Me, 70%), 489 (M+−CF3CO2, 68%), 155 (82%); HRMS calcd. for C13H10F17: 489.0511, found: 489.0504,; IR (thin film): 2992, 1784, 1371, 1214 cm−1.

Provenance & Evidence