HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 3-(3-Methyl-benzyloxy)-phthalic acid dimethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | m-Xylyl bromide | HCID 12099 | — |
| Edukt | Dimethyl 3-hydroxyphthalate | HCID 12223651 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | 3-(3-Methyl-benzyloxy)-phthalic acid dimethyl ester | HCID 66906352 | 114,3% |
Reaktionsschritte
To a stirred suspension of 3-hydroxyphthalic acid dimethyl ester (1.4 g, 6.4 mmol) in acetone (30 mL) and potassium carbonate (2.7 g, 19.3 mmol) was added 1-bromomethyl-3-methyl-benzene (0.91 mL, 6.7 mmol) and refluxed overnight. The solvent was evaporated and the residue was partitioned between water (100 mL) and ethyl acetate (150 mL) and washed with water (2×100 mL). The combined organic phases was dried, concentrated and purified by flash column chromatography (EtOAc/Hexane) to give 3-(3-methyl-benzyloxy)-phthalic acid dimethyl ester (2.3 g, 115% crude yield). The product was used in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09181216B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-3695141934754cf1a8365eb46d83cb2c |
| Quellennotiz | uspto-grants-2015_11 |