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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 851463Erstellt: 25. Oktober 2026

Methanol → Fenoprofen

https://huagongshe.com/reaction/851463

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
Edukt2-Methane-sulphonyloxy-3-phenoxy-hydratropic acidHCID 20501298—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
LösungsmittelTriethylamineHCID 8471—
ProduktFenoprofenHCID 334295%

Reaktionsschritte

To a solution of 33 g. of 2-methane-sulphonyloxy-3-phenoxy-hydratropic acid in 200 ml. of methanol 28 ml. of triethyl amine and 2 g. of a 5% palladium on charcoal catalyst are added at 25° C. The mixture is then hydrogenated under atmospheric pressure until a calculated amount of hydrogen is used up. The catalyst is filtered off and the solution is evaporated. The evaporation residue is taken up in water, acidified with a 20% aqueous hydrochloric acid solution and the separated oil is extracted with chloroform. The chloroform solution is evaporated after drying over sodium sulphate, and the residue is distilled off. 23 g. (95%) of 3-phenoxy-hydratropic acid are obtained, boiling at 190° C. to 192° C. (0.4 mmHg.). nD25 =1.5751. Melting point of the corresponding cyclohexylamine salt amounts to 153° C. to 154° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04385004
Quelldatensatzuspto-grants-1983_05
ORD IDord-e3e876e3a56546b5a7f97681e4e1cf34
Quellennotizuspto-grants-1983_05