HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 8-Bromo-octanoic acid benzyloxyamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Benzyloxyamine hydrochloride | HCID 102312 | — |
| Edukt | Bis(2-oxo-3-oxazolidinyl)phosphinic chloride | HCID 152842 | — |
| Edukt | 8-Bromooctanoic acid | HCID 548275 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 8-Bromo-octanoic acid benzyloxyamide | HCID 11336403 | 78% |
Reaktionsschritte
In an ice bath, 14 ml triethylamine was added to a suspension of 3.2 g (20 mmol) O-benzylhydroxylamine hydrochloride in 150 ml dichloromethane. Stirring was continued until the solution became clear. Then, 4.5 g (20 mmol) 8-bromo octanoic acid was added, followed by 5.6 g (22 mmol) bis-(2-oxo-3-oxazolidinyl)-phosphorylchloride. Stirring was continued at ambient temperature for 18 h. The solution was extracted twice with 150 ml each of 1M aqueous hydrochloric acid and twice with 150 ml each of 1M aqueous sodium bicarbonate. The organic solvent was removed i. vac. to give 5.1 g (78%) of 8-bromo-octanoic acid benzyloxyamide as a colorless oil. MS: 330 (M+H+)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07091229B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-1345b2679a1f4255af5f660665af3050 |
| Quellennotiz | uspto-grants-2006_08 |