HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33814Erstellt: 24. Oktober 2026
Monobenzone → Methyl 3-(4-(2-[4-(benzyloxy)phenoxy]ethyl)phenyl)-2-chloropropanoate
https://huagongshe.com/de/reaction/33814
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Monobenzone | HCID 7638 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Edukt | Methyl 2-chloro-3-[4-(2-hydroxyethyl)phenyl]propanoate | HCID 86600802 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | Methyl 3-(4-(2-[4-(benzyloxy)phenoxy]ethyl)phenyl)-2-chloropropanoate | HCID 86600803 | 67,1% |
Reaktionsschritte
Triphenylphosphine (2.4 g, 9 mmol) was added to a solution of methyl 2-chloro-3-[4-(2-hydroxyethyl)phenyl]propanoate (2.1 g, 8.5 mmol) and 4-(benzyloxy)phenol (1.7 g, 8 mmol) in 20 ml toluene under nitrogen atmosphere. The solution was warmed to 55° C. and diisopropyl azodicarboxylate (1.8 g, 9 mmol) was added. The reaction mixture was stirred at 55° C. overnight. The mixture was allowed to cool and the solvent was evaporated under reduced pressure. The crude product was purified by flash chromatography using a 80:20 mixture of heptane and EtOAc as eluent to yield 2.28 g of the desired product (yield 61%) as colourless crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07429675B2 |
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| Quelldatensatz | uspto-grants-2008_09 |
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| ORD ID | ord-b1dbfc4476ed401d93f87254f4a51af6 |
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| Quellennotiz | uspto-grants-2008_09 |
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