HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Dimethylaminopyridine → 2-Hydroxy-5-(9z,12z,15z)-octadeca-9,12,15-trienamidobenzoic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Dimethylaminopyridine | HCID 21885 | — |
| Edukt | Methyl 5-amino-2-hydroxybenzoate | HCID 135127 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | Linolenic Acid | HCID 5280934 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-Hydroxy-5-(9z,12z,15z)-octadeca-9,12,15-trienamidobenzoic acid | HCID 44626053 | 80,9% |
Reaktionsschritte
To a solution of (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid (1.66 g, 5.98 mmol) and methyl 5-amino-2-hydroxybenzoate (1.0 g, 5.98 mmol) in methylene chloride (100 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.16 g, 6.0 mmol) and dimethylaminopyridine (100 mg). The mixture was stirred under N2 (14 h) and then diluted with methylene chloride (100 mL) and washed successively with 3N HCl, saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated to give the corresponding amide (2.0 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08846972B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-e5d441e51e2d47b999881497bd9efa37 |
| Quellennotiz | uspto-grants-2014_09 |