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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 84617Erstellt: 25. Oktober 2026

Boron trifluoride etherate → 2,3,4,5-Tetrahydro-1-benzoxepin-4-one

https://huagongshe.com/reaction/84617

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBoron trifluoride etherateHCID 8000—
EduktChromanoneHCID 68110—
EduktTrimethylsilyldiazomethaneHCID 167693—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt2,3,4,5-Tetrahydro-1-benzoxepin-4-oneHCID 12580031—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of 4-chromanone (9.54 g, 64.3 mmol) in diethyl ether at 0° C. was slowly added boron trifluoride diethyl etherate (16.3 ml, 128.6 mmol), followed by the dropwise addition of 2M TMSCHN2 in diethyl ether. The mixture was allowed to stir for 1 hour at 0° C. before diluting with sat. sodium bicarbonate solution and diethyl ether. The organic phase was dried, concentrated, and purified on silica to give 2,3-dihydro-5H-benzo[b]oxepin-4-one.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846762B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-a84fee2c41ce4e6b9f045d6d307b4e1b
Quellennotizuspto-grants-2014_09