HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexamethylenediamine → Butyl ethyl(3-aminopropyl)phosphinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexamethylenediamine | HCID 16402 | — |
| Reactant | Butyl ethyl(2-cyanoethyl)phosphinate | HCID 19606949 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Catalyst | Potassium Hydroxide | HCID 14797 | — |
| Solvent | Water | HCID 962 | — |
| Product | Butyl ethyl(3-aminopropyl)phosphinate | HCID 46212699 | 81% |
Reaction Steps
In a glass autoclave, 240 g of hexamethylenediamine, 52 g of water, 6.4 g of Raney® nickel (doped with 1.5% by weight of chromium), 0.18 g (4 mmol) of potassium hydroxide, 75.1 g (0.37 mol) of butyl ethyl(2-cyanoethyl)phosphinate (produced as in Example 8) are reacted at 50° C. with hydrogen at 25 bar. After 8 hours, the autoclave is let down. For purification, the reaction solution is filtered, passed through a column charged with Deloxan® THP II and concentrated in vacuo. The product is purified by chromatography to obtain 62.0 g (81% of theory) of butyl ethyl(3-aminopropyl)phosphinate as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09035088B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-98a05381542c4d82804e8f883736600e |
| Source note | uspto-grants-2015_05 |