HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibenzylamine → 3-(aminomethyl)-N,N-dibenzyloxetan-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibenzylamine | HCID 7656 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | 3-Oxetanone | HCID 15024254 | — |
| Reactant | 3-(Dibenzylamino)oxetane-3-carbonitrile | HCID 57415901 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(aminomethyl)-N,N-dibenzyloxetan-3-amine | HCID 57415821 | 107.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08129423B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-0b55cadd4996454eaa66e0d435f33571 |
| Source note | uspto-grants-2012_03 |