HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyl ether → (+/-)-{1-[Amino(phenyl)methyl]cyclopentyl}methyl (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-[Methyl(phenylmethyl)amino]cyclopentanecarbonitrile | HCID 21581544 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (+/-)-{1-[Amino(phenyl)methyl]cyclopentyl}methyl (phenylmethyl) amine | HCID 68837670 | 47% |
Reaction Steps
The title compound (3.90 g; 47%) was prepared from 1-[methyl(phenylmethyl)amino]cyclopentanecarbonitrile D28 (6.0 g; 28 mmol) and phenyllithium in di-n-butylether (16.21 ml of 1.9M solution; 30.8 mmol) in THF (60 ml), followed by reaction with sodium borohydride (3.2 g; 84 mmol) in methanol (60 ml) in a similar manner to that described in D2. Mass Spectrum (Electrospray LC/MS), API+: Found 295 (MH+). C20H26N2 requires 294. Ret. time 2.12 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745642B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-1fb988fc9adb4ceeaad621b801b09955 |
| Source note | uspto-grants-2010_06 |