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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 62884Erstellt: 24. Oktober 2026

Water → 3-(4-Benzyloxy-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid ethyl ester

https://huagongshe.com/de/reaction/62884

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl isobutyrateHCID 7342—
EduktBenzaldehyde, 4-(phenylmethoxy)-HCID 78109—
EduktLithium diisopropylamideHCID 2724682—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(4-Benzyloxy-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid ethyl esterHCID 4618052367,3%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

Ethyl isobutyrate (2.5 mL, 18.42 mmol) was dissolved in THF (8 mL), and the solution was cooled to −78° C. LDA (9.2 mL, 18.42 mmol) was added thereto, and the mixture was stirred at the corresponding temperature for 2 hours. After 4-benzyloxy-benzaldehyde (1.7 g, 8.01 mmol) obtained in Step A was added thereto at −78° C., the mixture was heated to room temperature, and then stirred for 2 days. The reactant was added with water, and then extracted with EtOAc. The organic layer was concentrated under reduced pressure. The residue was purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (1.77 g, 67%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447044B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-af67d1fd64fc4f4fa4b18ac283938888
Quellennotizuspto-grants-2016_09