HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Carbamate → 2-Methyl-1-naphthol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Carbamate | HCID 276 | — |
| Edukt | 1-Hydroxy-2-naphthoic acid | HCID 6844 | — |
| Edukt | Ethyl chloroformate | HCID 10928 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 2-Methyl-1-naphthol | HCID 24055 | 69,2% |
Reaktionsschritte
Minami et al (Chem. Pharm. Bull., 27(3), 816-820, 1979) disclose the following reaction scheme: ethyl chloroformate was added, at a temperature of 0°-5° C. and over a period of 1 hour, to a solution of 1-hydroxy-2-naphthoic acid and triethylamine in tetrahydrofuran whereby the correspondence carbamate was produced. The reaction mixture was added to a solution of sodium borohydride in water, with stirring, at a temperature of 5° to 15° C., and over a period of 1 hour. Extraction with ether gave 2-methyl-1-naphthol in a yield of 69.2%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05420362 |
| Quelldatensatz | uspto-grants-1995_05 |
| ORD ID | ord-bfb307b5515741e097ed404e6b01c0f2 |
| Quellennotiz | uspto-grants-1995_05 |