1-phenylprop-2-en-1-amine

Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Amid 3 (13.9 g, 49.9 mmol), prepared as described in Example 2, was dissolved in 267 ml of distillated ethanol and 240 ml of 6 M aqueous solution of NaOH was added to the solution. The reaction mixture was stirred at 20° C. for 72 h, evaporated to aqueous remain which was acidified with 5 M HCl to pH=2. It was extracted twice with 100 ml dichloromethane. The aqueous layer was alkalified with sodium carbonate to pH=8 and extracted three times with 100 ml diethyl-ether. Organic layers were combined and dried over anhydrous sodium sulphate. By filtration and evaporation, the yield was 3.19 g (48%) of yellow oil; 1H NMR (CDCl3) δ: 1.69 (2H, bs, NH2), 4.52 (1H, d, J=5.8 Hz, CHNH2), 5.11 (1H, d, J=10.2 Hz, CHCH2), 5.24 (1H, d, J=17.2 Hz, CHCH2), 6.03 (1H, m, CHCH2), 7.33-7.35 (5H, m, ArH) ppm; 13C NMR (CDCl3) δ: 55.9 (CNH), 114.8 (CH2), 126.3 (CPh), 127.4 (2×CPh), 128.2 (2×CPh), 134.7 (CCH2) ppm. evaporated It was extracted twice with 100 ml dichloromethane extracted three times with 100 ml diethyl-ether dried over anhydrous sodium sulphate By filtration and evaporation

Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Amid 3 (13.9 g, 49.9 mmol), prepared as described in Example 2, was dissolved in 267 ml of distillated ethanol and 240 ml of 6 M aqueous solution of NaOH was added to the solution. The reaction mixture was stirred at 20° C. for 72 h, evaporated to aqueous remain which was acidified with 5 M HCl to pH=2. It was extracted twice with 100 ml dichloromethane. The aqueous layer was alkalified with sodium carbonate to pH=8 and extracted three times with 100 ml diethyl-ether. Organic layers were combined and dried over anhydrous sodium sulphate. By filtration and evaporation, the yield was 3.19 g (48%) of yellow oil; 1H NMR (CDCl3) δ: 1.69 (2H, bs, NH2), 4.52 (1H, d, J=5.8 Hz, CHNH2), 5.11 (1H, d, J=10.2 Hz, CHCH2), 5.24 (1H, d, J=17.2 Hz, CHCH2), 6.03 (1H, m, CHCH2), 7.33-7.35 (5H, m, ArH) ppm; 13C NMR (CDCl3) δ: 55.9 (CNH), 114.8 (CH2), 126.3 (CPh), 127.4 (2×CPh), 128.2 (2×CPh), 134.7 (CCH2) ppm. evaporated It was extracted twice with 100 ml dichloromethane extracted three times with 100 ml diethyl-ether dried over anhydrous sodium sulphate By filtration and evaporation

Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Amid 3 (13.9 g, 49.9 mmol), prepared as described in Example 2, was dissolved in 267 ml of distillated ethanol and 240 ml of 6 M aqueous solution of NaOH was added to the solution. The reaction mixture was stirred at 20° C. for 72 h, evaporated to aqueous remain which was acidified with 5 M HCl to pH=2. It was extracted twice with 100 ml dichloromethane. The aqueous layer was alkalified with sodium carbonate to pH=8 and extracted three times with 100 ml diethyl-ether. Organic layers were combined and dried over anhydrous sodium sulphate. By filtration and evaporation, the yield was 3.19 g (48%) of yellow oil; 1H NMR (CDCl3) δ: 1.69 (2H, bs, NH2), 4.52 (1H, d, J=5.8 Hz, CHNH2), 5.11 (1H, d, J=10.2 Hz, CHCH2), 5.24 (1H, d, J=17.2 Hz, CHCH2), 6.03 (1H, m, CHCH2), 7.33-7.35 (5H, m, ArH) ppm; 13C NMR (CDCl3) δ: 55.9 (CNH), 114.8 (CH2), 126.3 (CPh), 127.4 (2×CPh), 128.2 (2×CPh), 134.7 (CCH2) ppm. evaporated It was extracted twice with 100 ml dichloromethane extracted three times with 100 ml diethyl-ether dried over anhydrous sodium sulphate By filtration and evaporation