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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 478036Erstellt: 24. Oktober 2026

Acetic Acid → 2-Methylsulphonyl-4-phenylbutyric acid ethyl ester

https://huagongshe.com/de/reaction/478036

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktPhenethyl bromideHCID 7666—
EduktSodium HydroxideHCID 14798—
EduktEthyl methanesulfonylacetateHCID 78201—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Methylsulphonyl-4-phenylbutyric acid ethyl esterHCID 54049045—

Reaktionsschritte

6.648 g of methylsulphonyl-acetic acid ethyl ester are added dropwise at -30°, within 30 minutes, to 1.745 g of sodium hydroxide dispersion (55% in oil) in 40 ml of DMF. The solution is subsequently stirred for 15 minutes, then heated and, within 150 minutes, under reflux, 7.4 g of 2-phenylethyl bromide in 10 ml of DMF are added dropwise thereto. The reaction mixture is then stirred for 20 minutes, acidified with 12 ml of glacial acetic acid and concentrated by evaporation. The residue is taken up in ethyl acetate, washed with water, dried over magnesium sulphate, concentrated by evaporation and purified by flash chromatography on 700 g of silica gel 60 (eluant D). 1H-NMR (DMSO-d6): 1.35 ppm (t, 3H), 2.6-2.9 (m, 2H); 3.75 (dxd, 1H); 4.25 (q, 2H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04889869
Quelldatensatzuspto-grants-1989_12
ORD IDord-d0930861d2ba43478dd4e4cb4a4fb6e7
Quellennotizuspto-grants-1989_12