HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (+/-)[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)butyl]amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | [2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine | HCID 25158607 | — |
| Reactant | 2-Methyl-2-(1-pyrrolidinyl)butanenitrile | HCID 43802838 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Butyl ether | HCID 8909 | — |
| Product | (+/-)[2-Methyl-1-phenyl-2-(1-pyrrolidinyl)butyl]amine | HCID 59347809 | 94% |
Reaction Steps
The title compound (13.4 g, 94%) was prepared from 2-methyl-2-(1-pyrrolidinyl)butanenitrile D21 (9.6 g, 0.063 mol) and phenyllithium in dibutylether (63 ml of a 2M solution; 0.126 mol) in THF (200 ml), followed by reaction with sodium borohydride (3.5 g, 0.092 mol) in methanol (200 ml) in a similar manner to that described in D5, except that after addition of the sodium borohydride stirring was continued with ice cooling for 0.5 hours then at room temperature for 66 hours. Mass spectrum (Electrospray LC/MS), ES+: Found 233 (MH+). C15H24N2 requires 232. Ret. times 0.78 and 1.06 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745642B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-e0566abf77a540a89a8c485236349865 |
| Source note | uspto-grants-2010_06 |