p-Toluenesulfonic acid → HCID 15228403, Verbindung

HRID 1885602Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1885602
[Cl:1][C:2]1[CH:3]=[C:4]([S:9][CH2:10][CH:11]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])[C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[Cl:8].[C:20]1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[Cl:1][C:2]1[CH:3]=[C:4]([S:9][CH2:10][CH:11]([CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[Cl:8]

Komponenten

4

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 198793472-{[(3,4-Dichlorophenyl)sulfanyl]methyl}pentanedioic acid

Produkt 1

HCID 15228403HCID 15228403, VerbindungAusbeute 1.656,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

A mixture of 2-(3,4-dichlorophenylthiomethyl)glutaric acid (3.00 g), methanol (30 ml), and p-toluenesulfonic acid (0.09 g) was stirred at 40° C. for 2.5 hours. The reaction mixture was concentrated in vacuo, and the resulting residue was purified by flash column chromatography on silica by eluting with chloroform/ethanol (10:1) to give 2.92 g of 3-(3,4-dichlorophenylthio)-2-(2-methoxycarbonylethyl)propionic acid as an oil.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting residue was purified by flash column chromatography on silica
  3. washby eluting with chloroform/ethanol (10:1)

Quellen und Nachweise

ORD-Eintrag
ord-d33357b1d12e4b5994000da56ddcd000
Quelldatensatz
uspto-grants-1992_09
Patentnummer
US05145869

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