HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Octahydroquinoline-1-carboxylic acid 3-chloropropylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Decahydroquinoline | HCID 92911 | — |
| Reactant | Propane, 1-chloro-3-isocyanato- | HCID 166752 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Octahydroquinoline-1-carboxylic acid 3-chloropropylamide | HCID 66795223 | 84.6% |
Reaction Steps
2.5 g (21 mmol) of 3-chloropropylisocyanate are dissolved in 150 mL of anhydrous THF and 6.4 mL (46 mmol) of Et3N. Once dissolved 3.4 mL (23 mmol) of decahydroquinoline are slowly added and it is refluxed for 18 h. AcOEt is then added and the resulting solution is sequentially washed with water, 1N HCl and brine. The organic phase is dried over anhydrous Na2SO4, it is filtered and the solvent is evaporated under reduced pressure yielding 4.6 g of intermediate IIIf.1. Method B: tr: 3.58 min; m/z: 259
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524894B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-815daed69aa74be79cf96e08165c9842 |
| Source note | uspto-grants-2013_09 |