HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Dimethylamino)-2-methylbutanenitrile → (+/-){1-[Amino(phenyl)methyl]-1-methylpropyl}dimethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Dimethylamino)-2-methylbutanenitrile | HCID 233394 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | [2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine | HCID 25158607 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Butyl ether | HCID 8909 | — |
| Product | (+/-){1-[Amino(phenyl)methyl]-1-methylpropyl}dimethylamine | HCID 59347825 | 93% |
Reaction Steps
The title compound (15 g, 93%) was prepared from 2-(dimethylamino)-2-methylbutanenitrile D23 (9.9 g, 0.078 mol) and phenyllithium in dibutylether (87.3 ml of a 1.8M solution; 0.157 mol) in THF (400 ml), followed by reaction with sodium borohydride (5.25 g, 0.138 mol) in methanol (450 ml) in a similar manner to that described in D5. Mass spectrum (Electrospray LC/MS), ES+: Found 207 (MH+). C13H22N2 requires 206. Ret. times 0.83 and 1.10 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745642B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-885084acbd6445d6a1f148aaa66061aa |
| Source note | uspto-grants-2010_06 |