HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,5-Dihydroxybenzoic acid → 8-(2-Furylmethoxy)-8-oxooctyl 2,5-dihydroxybenzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,5-Dihydroxybenzoic acid | HCID 3469 | — |
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | 2-Furylmethyl 8-bromooctanoate | HCID 59005048 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 8-(2-Furylmethoxy)-8-oxooctyl 2,5-dihydroxybenzoate | HCID 59005017 | — |
Reaktionsschritte
A mixture of 2,5-dihydroxybenzoic acid (4.8 g), 1,8-diazobicyclo[5.5.0]undec-7-ene (4.7 g), 2-furylmethyl 8-bromooctanoate (7.8 g) and acetonitrile (150 ml) was heated, under reflux for 18 h. The cooled reaction mixture was added to water (500 ml) and extracted with ethyl acetate (3×200 ml). The combined organic layers were washed with 1N-hydrochloric acid (150 ml) and water (2×20 ml), dried over magnesium sulphate and filtered. The solvent was removed in vacuum. The residue (8.4 g) was purified by column flash chromatography on silica gel using toluene/ethyl acetate (5:1) as eluent, to give 8-(2-furylmethoxy)-8-oxooctyl 2,5-dihydroxybenzoate as colourless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08105662B2 |
| Quelldatensatz | uspto-grants-2012_01 |
| ORD ID | ord-a0d12cd9d8634c1b8714299d4f590676 |
| Quellennotiz | uspto-grants-2012_01 |