Thiophenol → Methyl 2-phenyl-3-(phenylthio)-2-propenoate

HRID 2061021

Reaktionsgleichung

Reaktionsgleichung von HRID 2061021
CO[CH:3]=[C:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:5]([O:7][CH3:8])=[O:6].[C:15]1([SH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:9]1([C:4](=[CH:3][S:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]([O:7][CH3:8])=[O:6])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 7969ThiophenolHCID 331481Methyl 3-methoxy-2-phenyl-2-propenoateHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 67542723Methyl 2-phenyl-3-(phenylthio)-2-propenoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 2.0 g (10.4 mmol) of methyl 3-methoxy-2-phenyl-2-propenoate 1.26 g (11.4 mmol) of thiophenol and 10 mg of p-toluenesulfonic acid monohydrate in 28 ml of toluene was stirred at 90° C. for 9 hours. The reaction mixture was cooled to room temperature and then concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1) to obtain 1.75 g of methyl 2-phenyl-3-(phenylthio)-2-propenoate.

Aufarbeitung

  1. concentrationconcentrated
  2. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1)

Quellen und Nachweise

ORD-Eintrag
ord-65e0631731744c4ebf15747ad3ac2ae7
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08278473B2

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