HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 2-(4-Methoxy-benzenesulfonyl)-5-methyl-hex-4-enoic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 18-Crown-6 | HCID 28557 | — |
| Edukt | 2-[(4-Methoxyphenyl)sulfonyl]acetic acid ethyl ester | HCID 1482372 | — |
| Edukt | Bromoisoprene | HCID 53976308 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | 2-(4-Methoxy-benzenesulfonyl)-5-methyl-hex-4-enoic acid ethyl ester | HCID 11759197 | — |
Reaktionsschritte
To a stirred solution of (4-methoxy-benzenesulfonyl)-acetic acid ethyl ester (5.16 g, 20 mmol), isoprenyl bromide (3.0 g, 20 mmol) and 18-Crown-6 (500 mg) in acetone (250 ml) was added K2CO3 (10 gms, excess) and the mixture refluxed foe 24 hours. At the end, the reaction mixture was filtered and the acetone layer was concentrated. The residue obtained was extracted with chloroform, washed well with water, dried over anhydrous MgSO4, filtered and concentrated. The product obtained was purified by silica-gel column chromatography, eluting with 30% ethy acetate: hexane. The product 2-(4-methoxy-benzenesulfonyl)-5-methyl-hex-4-enoic acid ethyl ester was isolated as a colourless oil. Yield: 3.0 g, 93%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06172057B2 |
| Quelldatensatz | uspto-grants-2001_01 |
| ORD ID | ord-38c567a749204ef4915213ea3d8356c1 |
| Quellennotiz | uspto-grants-2001_01 |