HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4,5-Bis(2-benzyloxyacetyloxy)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Rhein | HCID 10168 | — |
| Edukt | Benzyloxyacetyl chloride | HCID 177085 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 4,5-Bis(2-benzyloxyacetyloxy)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid | HCID 11455980 | — |
Reaktionsschritte
4,5-Dihydroxy-9,10-dioxoanthracene-2-carboxylic acid (3.0 g) was suspended in pyridine (100 ml) and stirred at RT for 30 mins. Benzyloxyacetyl chloride (3.6 g, 5 equiv.) was added, to give a clear reaction mixture which was stirred at RT over the weekend. The reaction mixture was reduced to a smaller volume and quenched with 2M HCl (200 ml), adjusting the pH to pH 2. An orange solid was isolated by filtration. This crude solid was slurried in water (30 ml), followed by ethyl acetate (30 ml) and dichloromethane (30 ml). A yellow solid was isolated by filtration (3.6 g, 61%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07728035B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-ba0d0475fac4495ead26baa58c66eb98 |
| Quellennotiz | uspto-grants-2010_06 |