Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,13-Henicosafluorotridecanenitrile | HCID 2752551 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Cobalt | HCID 104730 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18681395 | HCID 18681395 | 94.3% |
Reaction Steps
A one liter Hastelloy pressure vessel was charged with 126.1 g (0.22 mol) of 3-(perfluorodecyl)propionitrile (Du Pont), 20 g of Rainey cobalt, 50 g of anhydrous ammonia and 300 mL of tetrahydrofuran. The vessel was pressured to 800 psi with hydrogen and heated to 110° C. The hydrogen pressure was adjusted to 1500 psi and maintained for 20 hours. The vessel was cooled to room temperature and vented. The solution was decanted and the reaction vessel was rinsed with tetrahydrofuran. The combined solutions were filtered through Celite® and concentrated on a rotary evaporator at 50° C. The product was distilled through a Vigreux column to give 119.8 g of product, bp 78-80° C. at 1.2 mm as a waxy solid which melted at 53-55° C. The product was redistilled through an 8 in. Vigreux column to give 107.7 g of a center cut, bp 70° C. at 1.8 mm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05186985 |
|---|
| Source dataset | uspto-grants-1993_02 |
|---|
| ORD ID | ord-04cf45b6538f4f7e8570cca90093fd6f |
|---|
| Source note | uspto-grants-1993_02 |
|---|
