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

HRID 486899
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 486899
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(Cl)(Cl)Cl>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

6

Edukt 4

HCID 1133Thioglycolic AcidHCID 6212ChloroformHCID 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 702
Ethanol
Lösungsmittel

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% hydrous ethanol was heated under reflux for 1 h. The reaction mixture was concentrated. Water was added thereto and the mixture was washed with ethyl acetate. The aqueous layer was acidified with 1Nhydrochloric acid. After extraction with chloroform, the extract was dried over magnesium sulfate. The solvent was distilled off and the product was isolated according to silica gel column chromatography (chloroform). The crystals thus obtained were recrystallized from diisopropyl ether to obtain 1.6 g of the intended compound in the form of white crystals.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 1 h
  3. concentrationThe reaction mixture was concentrated
  4. additionWater was added
  5. washthe mixture was washed with ethyl acetate
  6. extractionAfter extraction with chloroform
  7. dry with materialthe extract was dried over magnesium sulfate
  8. distillationThe solvent was distilled off
  9. customthe product was isolated
  10. customThe crystals thus obtained
  11. customwere recrystallized from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-2cdbc011d78d4871827a72c28ac197c6
Quelldatensatz
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05292901

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