HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyl ether → (+/-){1-[Amino(phenyl)methyl]cyclopentyl}bis(phenylmethyl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyl ether | HCID 8909 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | {1-[Amino(phenyl)methyl]cyclopentyl}dimethylamine | HCID 11521393 | — |
| Reactant | 1-[Bis(phenylmethyl)amino]cyclopentanecarbonitrile | HCID 59347785 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (+/-){1-[Amino(phenyl)methyl]cyclopentyl}bis(phenylmethyl)amine | HCID 59347885 | 38% |
Reaction Steps
The title compound (2.31 g; 38%) was prepared from 1-[bis(phenylmethyl)amino]cyclopentanecarbonitrile D32 (4.0 g; 13.8 mmol), and phenyllithium in di-n-butylether (8.4 ml of 1.8M solution; 15.2 mmol) in THF (80 ml), followed by reaction with sodium borohydride (1.57 g; 41.4 mmol) in methanol (80 ml) in a similar manner to that described in D2. Mass Spectrum (Electrospray LC/MS), API+: Found 371 (MH+). C26H30N2 requires 370. Ret. time 2.62 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745642B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-74bd9055a99f41b88ad3c0ce816330ab |
| Source note | uspto-grants-2010_06 |