Formaldehyde → N-(benzotriazol-1-ylmethyl)cyclopentanamine

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[CH:10]1([NH2:15])[CH2:14][CH2:13][CH2:12][CH2:11]1.[CH2:16]=O>CCOCC>[N:1]1([CH2:16][NH:15][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

Procedure

To a mixture of 2.4 g (0.02 mole) of benzotriazole and 1.98 mL (0.02 mole) of cyclopentylamine in 100 mL of ether was added dropwise 1.5 mL (0.02 mole) of 37% aqueous formaldehyde. The reaction mixture was stirred at room temperature for 6 hours. The solution was dried over calcium chloride, filtered and concentrated under reduced pressure. The solid was washed with hexane and dried to give benzotriazol-1-ylmethyl-cyclopentyl-amine as a white solid.