Réaction #47012

Équation de réaction

Hydrogen chloride

85

2-(4-Fluorobenzylamino)-cis-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester

→

product 86

(cis-4,5-Diphenyl-4,5-dihydro-1H-imidazol-2-yl)-(4-fluorobenzyl)amine hydrochloride

Solvants

EtOAc

Conditions de réaction

Traitement

1. 1
   workup.WAITat 45° C. for 3 h
2. 2
   AutreThe solvent is removed by rotary evaporation
3. 3
   Autrethe residue crystallized from dichloromethane and Et2O

Mode opératoire

Hydrogen chloride is bubbled into a solution of 85 (0.69 g, 1.58 mmol) in EtOAc (40 mL) for 2 min, and the solution is stirred at RT overnight and then at 45° C. for 3 h. The solvent is removed by rotary evaporation, and the residue crystallized from dichloromethane and Et2O to give 0.52 g of the product 86. 1H NMR (DMSO-d6) δ 9.80-8.40 (m, 3 H), 7.60-7.45 (m, 2 H), 7.35-7.25 (m, 2 H), 7.15-6.95 (m, 6 H), 6.95-6.80 (m, 4 H), 5.50 (s, 2 H), 4.58 (d, 2 H); MS: m/z 346 (M++1).

Source