HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N-Methoxy-N-methyl-4-oxocyclohexanecarboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Oxalyl chloride | HCID 65578 | — |
| Edukt | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Edukt | 4-Oxocyclohexanecarboxylic acid | HCID 192730 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-Methoxy-N-methyl-4-oxocyclohexanecarboxamide | HCID 89657356 | 39% |
Reaktionsschritte
To a solution of 4-oxocyclohexanecarboxylic acid (4.2 g, 0.0293 mol) in CH2Cl2 (20 mL) was added oxalyl chloride (5.2 g, 0.44 mol) slowly, stirred at room temperature for 1 hour and concentrated, then 20 mL CH2Cl2 was added, followed by addition of Et3N (9 g, 0.116 mol) and N,O-dimethylhydroxylamine hydrochloride (3.5 g, 0.0359 mol). The reaction mixture was stirred for 2 hours, and then 100 mL water was added. The mixture was extracted with ethyl acetate. The extract was concentrated and purified by column chromatography to give the desired product (2.1 g, 39% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09309211B2 |
| Quelldatensatz | uspto-grants-2016_04 |
| ORD ID | ord-0c683d434d2342d7a29b14e05751a56a |
| Quellennotiz | uspto-grants-2016_04 |