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Water → HCID 22399035, Verbindung

HRID 1647850
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1647850
[O:1]=[C:2]([CH3:15])[CH2:3][CH:4]([C:10](OCC)=[O:11])[C:5](OCC)=[O:6].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[OH:6][CH2:5][CH:4]([CH2:3][CH:2]([OH:1])[CH3:15])[CH2:10][OH:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 12000252Diethyl (2-oxopropyl)propanedioateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 22399035HCID 22399035, VerbindungAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 11.4 g of diethyl 2-oxopropylmalonate in 30 ml of tetrahydrofuran was added dropwise under ice-cooling over 20 minutes to a suspension of 5.00 g of lithium aluminum hydride in 100 ml of tetrahydrofuran. The reaction fluid was stirred for an hour under ice-cooling and for 4.5 hours at room temperature, and 10 ml of water was added thereto dropwise under ice-cooling over 20 minutes. The reaction fluid was refluxed for an hour and filtrated. The unfiltered solid was suspended in 200 ml of ethanol and the suspension was refluxed. The suspension was filtrated, and the filtrate combined with the foregoing filtrate was concentrated under a reduced pressure to obtain 7.08 g of 2-hydroxymethyl-1,4-pentanediol as a colorless oily matter.

Aufarbeitung

  1. temperaturedropwise under ice-cooling over 20 minutes
  2. temperatureThe reaction fluid was refluxed for an hour
  3. filtrationfiltrated
  4. temperaturethe suspension was refluxed
  5. filtrationThe suspension was filtrated
  6. concentrationwas concentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-005b2128d775473da70486ea60378d71
Quelldatensatz
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05434181

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