HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (+/-){1-[Amino(phenyl)methyl]-1-ethylpropyl}dimethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | [2-Methyl-1-phenyl-2-(1-pyrrolidinyl)propyl]amine | HCID 25158607 | — |
| Reactant | 2-(Dimethylamino)-2-ethylbutanenitrile | HCID 43802551 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Butyl ether | HCID 8909 | — |
| Product | (+/-){1-[Amino(phenyl)methyl]-1-ethylpropyl}dimethylamine | HCID 59347810 | 88% |
Reaction Steps
The title compound (11.12 g, 88%) was prepared from 2-(dimethylamino)-2-ethylbutanenitrile D19 (8.05 g, 0.0575 mol) and phenyllithium in dibutylether (64 ml of a 1.8M solution; 0.115 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: 0.72 (3H, t, J=7.6 Hz), 0.97 (3H, t, J=7.6 Hz), 1.40-1.68 (4H, m), 1.70 (2H, br, m), 2.43 (6H, s), 4.09 (1H, s), 7.19-7.43 (5H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745642B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-5c6df7b0ed164370b208ada567730adc |
| Source note | uspto-grants-2010_06 |