HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 342320Erstellt: 26. Oktober 2026
Water → 3-(Hexyloxy)-6-hydroxybenzene-1,2-dicarbonitrile
https://huagongshe.com/reaction/342320
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 1-Bromohexane | HCID 8101 | — |
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | 2,3-Dicyanohydroquinone | HCID 78467 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-(Hexyloxy)-6-hydroxybenzene-1,2-dicarbonitrile | HCID 15006689 | 31,8% |
Reaktionsschritte
27 g (168.8 mM) of 2,3-dicyanohydroquinone and 22.2 g (337 mM) of 85%-potassium hydroxide were dissolved in a mixture solvent of 65 ml of methanol and 302 ml of dimethylformamide, followed by heating to 50° C. To the solution, 33.4 g (202.4 mM) of hexyl bromide were added dropwise in 25 minutes, followed by heating to 100° C. and stirring for 3 hours. The reaction mixture was poured into cold water and washed with ether. The water layer was acidified with 6N-hydrochloric acid to provide a pH value of 1, followed by precipitation of a crystal. The crystal was extracted with ether, and the ether layer was washed with 5%-sodium hydrogen-carbonate aqueous solution and further washed with water, followed by distilling-off of the solvent to obtain a crude product. The crude product was treated with activated carbon and recrystallized from methanol to obtain 13.1 g of 2,3-dicyano-4-hexyloxyphenol.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05858269 |
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| Quelldatensatz | uspto-grants-1999_01 |
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| ORD ID | ord-756d7f0ce9f147b88b64f84023cc62fd |
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| Quellennotiz | uspto-grants-1999_01 |
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