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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1702552Erstellt: 26. Oktober 2026

Hydrochloric Acid → alpha-Cyclopropyl-4-chlorophenyl-acetic acid 3-phenoxy-4-fluoro-benzyl ester

https://huagongshe.com/reaction/1702552

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPyridineHCID 1049—
Edukt(4-Fluoro-3-phenoxyphenyl)methanolHCID 12874224—
Eduktalpha-Cyclopropyl-4-chlorophenylacetyl chlorideHCID 15083505—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produktalpha-Cyclopropyl-4-chlorophenyl-acetic acid 3-phenoxy-4-fluoro-benzyl esterHCID 5451522784,4%

Reaktionsschritte

9.4 g (0.043 mol) of 3-phenoxy-4-fluoro-benzyl alcohol and 9.9 g (0.043 mol) of α-cyclopropyl-4-chlorophenyl-acetic acid chloride were dissolved in 100 ml of anhydrous toluene, and 4 g of pyridine, dissolved in 50 ml of anhydrous toluene, were added dropwise at 20°-25° C., while stirring. Stirring was then continued at 25° C. for a further 3 hours. The reaction mixture was poured into 150 ml of water, to which 10 ml of concentrated hydrochloric acid were added, and the organic phase was separated off and washed again with 100 ml of water. The toluene phase was then dried over sodium sulphate and the solvent was distilled off under a waterpump vacuum. Last residues of solvent were removed by brief incipient distillation at a bath temperature of 60° C./1 mm Hg. 14.9 g (84.4% of theory) of α-cyclopropyl-4-chlorophenyl-acetic acid 3-phenoxy-4-fluoro-benzyl ester were obtained as a yellow oil. The structure was confirmed by the H-NMR spectrum.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04348323
Quelldatensatzuspto-grants-1982_09
ORD IDord-0a786a6857e84fda905d197acda9a4fb
Quellennotizuspto-grants-1982_09