HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (+/-)[2-Ethyl-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-Ethyl-2-(1-pyrrolidinyl)butanenitrile | HCID 43802763 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Butyl ether | HCID 8909 | — |
| Product | (+/-)[2-Ethyl-1-phenyl-2-(1-pyrrolidinyl)butyl]amine | HCID 59347778 | 88% |
Reaction Steps
The title compound (11.5 g, 88%) was prepared from 2-ethyl-2-(1-pyrrolidinyl)butanenitrile D17 (8.8 g, 0.053 mol) and phenyllithium in dibutylether (59 ml of a 1.8M solution; 0.106 mol) in THF (350 ml), followed by reaction with sodium borohydride (3.9 g, 0.103 mol) in methanol (300 ml) in a similar manner to that described in D5. 1H NMR (CDCl3) δ: 0.75 (3H, t), 0.95 (3H, t, J=7.6 Hz), 1.50-1.90 (10H, m), 2.70-2.95 (4H, m), 4.01 (1H, s), 7.19-7.41 (5H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745642B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-b04688027dfa4aa1b88601dc5145dfa7 |
| Source note | uspto-grants-2010_06 |