StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Thioglycolic Acid → [{(6-Methyl-1,3-benzodioxol-5-yl)methyl}thio]acetic acid

HRID 1195313
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1195313
Cl[CH2:2][C:3]1[C:11]([CH3:12])=[CH:10][C:6]2[O:7][CH2:8][O:9][C:5]=2[CH:4]=1.[SH:13][CH2:14][C:15]([OH:17])=[O:16].[OH-].[Na+]>C(O)C>[CH3:12][C:11]1[C:3]([CH2:2][S:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 1133Thioglycolic AcidHCID 14798Sodium HydroxideHCID 105594165-(Chloromethyl)-6-methylbenzo[d][1,3]dioxole

Produkt 1

HCID 14514915[{(6-Methyl-1,3-benzodioxol-5-yl)methyl}thio]acetic acidAusbeute 20,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of 6.0 g of 5-chloromethyl-6-methyl-1,3-benzodioxole, 6.0 g of mercaptoacetic acid and 6.5 g of sodium hydroxide in 130 ml of 50% aqueous ethanol was heated under reflux for one hour and concentrated, followed by the addition of water. The mixture was washed with ethyl acetate. The aqueous layer was acidified with 1N hydrochloric acid and extracted with chloroform. The organic layer was dried over magnesium sulfate and distilled to remove the solvent. The residue was chromatographed over a silica gel column and eluted with chloroform to obtain a crude crystal. This crude crystal was recrystallized from diisopropyl ether to obtain 1.6 g of the title compound as a colorless crystal.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for one hour
  3. concentrationconcentrated
  4. additionfollowed by the addition of water
  5. washThe mixture was washed with ethyl acetate
  6. extractionextracted with chloroform
  7. dry with materialThe organic layer was dried over magnesium sulfate
  8. distillationdistilled
  9. customto remove the solvent
  10. customThe residue was chromatographed over a silica gel column
  11. washeluted with chloroform
  12. customto obtain a crude crystal
  13. customThis crude crystal was recrystallized from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-b08da20ec3d945d0ae2b465b2de90f13
Quelldatensatz
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05110956

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion