HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trimethyl borate → 2-(Cyclohexyloxy)methylphenylboronic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trimethyl borate | HCID 8470 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 2-Bromobenzyl cyclohexyl ether | HCID 11173233 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Produkt | 2-(Cyclohexyloxy)methylphenylboronic acid | HCID 11287735 | — |
Reaktionsschritte
31.2 ml of n-butyllithium (1.6 M) in solution in n-hexane are added dropwise at −70° C. to 13.45 g of 1-bromo-2-[(cyclohexyloxy)methyl]benzene, obtained in step 1.1, in solution in 150 ml of tetrahydrofuran. After 2 hours at −70° C., 10.2 ml of trimethyl borate are introduced dropwise and the temperature of the reaction medium is allowed to rise to −30° C. The medium is hydrolyzed with a saturated ammonium chloride solution, and then extracted with ethyl acetate and the organic phase is dried with anhydrous sodium sulfate. After evaporation, 11.7 g of a yellow oil are obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07288659B2 |
| Quelldatensatz | uspto-grants-2007_10 |
| ORD ID | ord-cd41308fdbf04148a272fb1fa07e9833 |
| Quellennotiz | uspto-grants-2007_10 |