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Methanethiol → HCID 3642305, Verbindung

HRID 1733649
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1733649
CS[C:3]([C:9]1[CH:14]=[CH:13][C:12]([C:15]([C:17]2[S:18][CH:19]=[CH:20][CH:21]=2)=[O:16])=[CH:11][CH:10]=1)([CH3:8])[C:4]([O:6][CH3:7])=[O:5].[Na].CS.[Cl-].[NH4+]>CO>[S:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[C:15]([C:12]1[CH:13]=[CH:14][C:9]([CH:3]([CH3:8])[C:4]([O:6][CH3:7])=[O:5])=[CH:10][CH:11]=1)=[O:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 878MethanethiolHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 12917659HCID 12917659, Verbindung

Produkt 1

HCID 3642305HCID 3642305, VerbindungAusbeute 47,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887Methanol
Lösungsmittel
2×

Versuchsvorschrift

Methyl α-methylthio-α-[p-(2-thienylcarbonyl)-phenyl]propionate (288 mg) was dissolved in 1 ml of anhydrous methanol, and 1.0 ml of a methanol solution (2.34 M) of sodium salt of methyl mercaptan was added. The mixture was stirred at room temperature for 1 hour and heated under reflux for 30 minutes. After cooling, an aqueous solution of ammonium chloride (1.5 g/20 ml) was added to the reaction mixture. The mixture was extracted with 20 ml of methylene chloride and twice with 10 ml of methylene chloride. The extract was washed with 20 ml of a saturated aqueous solution of sodium hydrogen carbonate and with 10 ml of water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to afford 117 mg of methyl α-[p-(2-thienylcarbonyl)phenyl]propionate in a yield of 47%.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux for 30 minutes
  3. temperatureAfter cooling
  4. extractionThe mixture was extracted with 20 ml of methylene chloride and twice with 10 ml of methylene chloride
  5. washThe extract was washed with 20 ml of a saturated aqueous solution of sodium hydrogen carbonate and with 10 ml of water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-68a9fabe328349fc8cdb451347ba69de
Quelldatensatz
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04242519

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