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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1182381Erstellt: 26. Oktober 2026

Trimethyl borate → 2-(Cyclohexyloxy)methylphenylboronic acid

https://huagongshe.com/reaction/1182381

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethyl borateHCID 8470—
EduktAmmonium ChlorideHCID 25517—
Edukt2-Bromobenzyl cyclohexyl etherHCID 11173233—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt2-(Cyclohexyloxy)methylphenylboronic acidHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07288659B2
Quelldatensatzuspto-grants-2007_10
ORD IDord-cd41308fdbf04148a272fb1fa07e9833
Quellennotizuspto-grants-2007_10