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Water → 1-(6-Methyl-1,3-benzodioxol-5-yl)ethanol

HRID 1195300
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1195300
[CH3:1][Li].[CH3:3][C:4]1[C:9]([CH:10]=[O:11])=[CH:8][C:7]2[O:12][CH2:13][O:14][C:6]=2[CH:5]=1.O>C(OCC)C.O1CCCC1>[CH3:3][C:4]1[C:9]([CH:10]([OH:11])[CH3:1])=[CH:8][C:7]2[O:12][CH2:13][O:14][C:6]=2[CH:5]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 962WaterHCID 31462426-Methyl-2H-1,3-benzodioxole-5-carbaldehydeHCID 178418348HCID 178418348, Verbindung

Produkt 1

HCID 145148961-(6-Methyl-1,3-benzodioxol-5-yl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028
Tetrahydrofuran
Lösungsmittel

Reaktionsbedingungen

Temperatur
-40 °C

Versuchsvorschrift

32 ml of a 1.4 M solution of methyllithium in diethyl ether was dissolved in 50 ml of anhydrous tetrahydrofuran. The obtained solution was cooled to -40° C. in a nitrogen atmosphere, followed by the addition of 5.0 g of solid (6-methyl-1,3-benzodioxol-5-yl)carboxaldehyde. The mixture was heated to a room temperature over a period of one hour, followed by the addition of water. The obtained mixture was extracted with ether and the obtained organic layer was washed with an aqueous solution of common salt, dried over magnesium sulfate and distilled to remove the solvent. The obtained white solid was recrystallized from diisopropyl ether/n-hexane to obtain 2.8 g of the title compound as a colorless crystal.

Aufarbeitung

  1. temperatureThe mixture was heated to a room temperature over a period of one hour
  2. extractionThe obtained mixture was extracted with ether
  3. washthe obtained organic layer was washed with an aqueous solution of common salt
  4. dry with materialdried over magnesium sulfate
  5. distillationdistilled
  6. customto remove the solvent
  7. customThe obtained white solid was recrystallized from diisopropyl ether/n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-0e904d4f277f4e3b923ad74d8b62d5b6
Quelldatensatz
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05110956

Notizen zur Reaktion

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