HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methylparaben → Methyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)benzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methylparaben | HCID 7456 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | N-(2-Hydroxyethyl)phthalimide | HCID 77499 | — |
| Edukt | Diethyl azodicarboxylate | HCID 5462977 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)benzoate | HCID 7679064 | — |
Reaktionsschritte
A solution of N-(2-hydroxyethyl)phthalimide (Aldrich, 19-1, 6.36 g, 33 mmol) and DEAD (5.7 mL, 36 mmol) in 25 mL THF and 10 mL DMF was added to a solution of methyl 4-hydroxybenzoate (1-2, 5.00 g, 33 mmol) and Ph3P (9.53 g, 36 mmol) in 100 mL THF during 1 h. After an additional hour the reaction was diluted with ether, washed twice with water, then 1N NaOH and brine, dried (MgSO4), filtered and concentrated. Flash chromatography (silica gel, CH2Cl2) provided 19-2 as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05929120 |
| Quelldatensatz | uspto-grants-1999_07 |
| ORD ID | ord-38fe269c9aa64d9ca0e14a938a912982 |
| Quellennotiz | uspto-grants-1999_07 |