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Water → Methyl 2-(3-formyl-2-thienylthio)acetate

HRID 1382363
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1382363
[O:1]1CCO[CH:2]1[C:6]1[CH:10]=[CH:9][S:8][C:7]=1[S:11][CH2:12][C:13]([O:15][CH3:16])=[O:14].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+].O>CC(C)=O.CCOCC>[CH:2]([C:6]1[CH:10]=[CH:9][S:8][C:7]=1[S:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[O:1]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 14460450Methyl [3-(2-dioxolanyl)-thiophene-2-ylthio]acetate

Produkt 1

HCID 11959090Methyl 2-(3-formyl-2-thienylthio)acetateAusbeute 101,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180
Acetone
Lösungsmittel
HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of methyl [3-(2-dioxolanyl)-thiophene-2-ylthio]acetate (23.36 g) in acetone (100 mL) was added p-toluenesulfonic acid (0.25 g) and the reaction mixture was stirred at room temperature for 1 hour. A saturated aqueous solution of sodium bicarbonate (4 mL) was added with stirring followed by the addition of water (50 mL). After stirring for 10 minutes, the acetone was evaporated in vacuo to leave a gum and water. The gum was dissolved in ether (500 mL) and extracted with water (4×50 mL), dried (MgSO4), filtered and the solvent was evaporated in vacuo to leave 19.77 g of oily methyl (3-formylthiophene-2-ylthi-o)acetate which was used in the next step without purification.

Aufarbeitung

  1. stirringwith stirring
  2. stirringAfter stirring for 10 minutes
  3. customthe acetone was evaporated in vacuo
  4. customto leave a gum and water
  5. extractionextracted with water (4×50 mL)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-817f9dff5f094c1a98c4fe7d898e7d91
Quelldatensatz
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04806562

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