HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dicyclohexylcarbodiimide → (4-Nitrophenoxy)-acetic acid-2-[2-(4-nitrophenoxy)-acetoxy]-ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | (4-Nitrophenoxy)acetic acid | HCID 15720 | — |
| Edukt | (4-Nitrophenoxy)-acetic acid-2-hydroxy-ethyl ester | HCID 59253945 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (4-Nitrophenoxy)-acetic acid-2-[2-(4-nitrophenoxy)-acetoxy]-ethyl ester | HCID 59253942 | 54% |
Reaktionsschritte
To a mixture of (4-nitrophenoxy)acetic acid 22 (80 g, 406 mmol) and (4-nitrophen-oxy)-acetic acid-2-hydroxyethyl ester 23 (80 g, 332 mmol) in anhydrous dichloro-methane (2 L) under nitrogen atmosphere was added a solution of 1,3-di-cyclohexyl carbodiimide (128 g, 620 mmol) in anhydrous dichloromethane (750 ml) drop wise. The reaction mixture was stirred at room temperature for 8 hours. The solids were filtered off and dichloromethane distilled off to get crude 24. The crude 24 was purified by column chromatography on silica gel using hexane:ethyl acetate (95:5) to get pure 24 (75 grams, 54%) as a white powder with an m.p. between 138-139° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08846845B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-486a705b4382419baec75d8a649cccc6 |
| Quellennotiz | uspto-grants-2014_09 |