Acrylic Acid → 3-(2,3-Dichlorophenylthio)propanoic acid

HRID 865293

Reaktionsgleichung

Reaktionsgleichung von HRID 865293
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[SH:9].[C:10]([OH:14])(=[O:13])[CH:11]=[CH2:12].C([O-])([O-])=O.[Na+].[Na+]>>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9][CH2:12][CH2:11][C:10]([OH:14])=[O:13]

Komponenten

4

Edukt 3

HCID 6581Acrylic AcidHCID 10340Sodium CarbonateHCID 1402022,3-Dichlorobenzenethiol

Produkt 1

HCID 218490133-(2,3-Dichlorophenylthio)propanoic acidAusbeute 55,2 %

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

2,3-Dichlorothiophenol (4.94 g, 28 mmol) was placed in a flask with acrylic acid (2.11 g, 29 mmol) and stirred at 50° C. for 3 hours. The reaction mixture was poured into 10% Na2CO3 and extracted with ether. The aqueous layer was acidified with concentrated hydrochloric acid, extracted with ether, washed with brine, dried over MgSO4, and concentrated in vacuo to give the 3-(2,3-dichlorophenylthio)propanoic acid (3.88 g), contaminated with some acrylic acid, as a clear oil which was used without further purification in the next step.

Aufarbeitung

  1. extractionextracted with ether
  2. extractionextracted with ether
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f663137862d0442db903ea1a97c05a71
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05565482

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