HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Methyl 3-[(cyanomethyl)amino]-4-methylbenzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Bromoacetonitrile | HCID 11534 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Methyl 3-amino-4-methylbenzoate | HCID 337778 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl 3-[(cyanomethyl)amino]-4-methylbenzoate | HCID 86663236 | — |
Reaktionsschritte
To a stirred solution of 3-amino-4-methyl-benzoic acid, methyl ester (10.0 g) in dry tetrahydrofuran was added N,N-diisopropylethylamine (12.6 mL) followed by the addition of bromoacetonitrile (5.1 mL). The reaction was heated at reflux under an atmosphere of nitrogen with stirring for 12 h. Water was added and the mixture extracted with ethyl acetate. The pooled organics were washed with brine, dried (MgSO4), filtered and the solvent removed under reduced pressure to afford the subtitle compound as a solid (12.4 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08889692B2 |
| Quelldatensatz | uspto-grants-2014_11 |
| ORD ID | ord-d4188331ee3846b4b114635ecbbc573a |
| Quellennotiz | uspto-grants-2014_11 |