Hydrochloric Acid → N-Benzyl-N-(2-oxoethyl)-3-phenethyloxy-propanamide

Reaction equation

[CH2:1]([N:8]([CH2:22][CH:23](OCC)[O:24]CC)[C:9](=[O:21])[CH2:10][CH2:11][O:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.ClCCl>O1CCOCC1>[CH2:1]([N:8]([CH2:22][CH:23]=[O:24])[C:9](=[O:21])[CH2:10][CH2:11][O:12][CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Procedure

N-Benzyl-N-(2,2-diethoxyethyl)-3-phenethyloxy-propanamide (Example 4a), 0.3 g) was dissolved in anhydrous dioxane (7 mL) and treated with concentrated hydrochloric acid (2 mL) at ambient temperature. The resultant solution was stirred at ambient temperature for 2.5 hours. The reaction mixture was poured into dichloromethane (20 mL) and washed with water (2×20 mL) and brine (20 mL). The organic layer was isolated, dried over anhydrous magnesium sulphate, filtered and concentrated to give the sub-titled compound (0.19 g) as a viscous oil.