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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092349Generated: October 30, 2026

Dibenzylamine → 3-(aminomethyl)-N,N-dibenzyloxetan-3-amine

https://huagongshe.com/reaction/1092349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibenzylamineHCID 7656—
ReactantTrimethylsilyl cyanideHCID 82115—
Reactant3-OxetanoneHCID 15024254—
Reactant3-(Dibenzylamino)oxetane-3-carbonitrileHCID 57415901—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product3-(aminomethyl)-N,N-dibenzyloxetan-3-amineHCID 57415821107.4%

Reaction Steps

To 3-Dibenzylamino-oxetane-3-carbonitrile (156 mg) (prepared by Strecker synthesis in analogy to example 83/84, step a, from oxetan-3-one, dibenzyl-amine and trimethylsilyl cyanide) in methanol (10 ml) was added a catalytic amount of Raney nickel and the reaction mixture was then stirred at RT under an atmosphere of H2 for 8 h. The catalyst was removed by filtration, the filtrate concentrated under reduced pressure to provide the title compound (170 mg) as off-white solid, MS (ESI): 283.17 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129423B2
Source datasetuspto-grants-2012_03
ORD IDord-0b55cadd4996454eaa66e0d435f33571
Source noteuspto-grants-2012_03