(2-Methyl-furan-3-yl)-acetic acid ethyl ester → 2-(2-Methylfuran-3-yl)ethan-1-ol

HRID 490360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 490360
C([O:3][C:4](=O)[CH2:5][C:6]1[CH:10]=[CH:9][O:8][C:7]=1[CH3:11])C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:11][C:7]1[O:8][CH:9]=[CH:10][C:6]=1[CH2:5][CH2:4][OH:3]

Komponenten

4

Edukt 2

HCID 14755481(2-Methyl-furan-3-yl)-acetic acid ethyl esterHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 184446362-(2-Methylfuran-3-yl)ethan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of (2-methyl-furan-3-yl)-acetic acid ethyl ester (11.8 g, 70.2 mmoles) in tetrahydrofuran (50 ml) was added to a stirred suspension of lithium aluminium hydride (2.66 g, 70.2 mmoles) under a nitrogen atmosphere and with cooling to 0° C. When the addition was complete the mixture was stirred at room temperature for 3 hours, then quenched by the addition of excess acetone. After acidifying with 10% aqueous hydrochloric acid the mixture was extracted three times with diethyl ether. The combined extracts were dried and evaporated to afford crude 2-(2-methyl-furan-3-yl)-ethanol as a yellow oil.

Aufarbeitung

  1. additionWhen the addition
  2. customquenched by the addition of excess acetone
  3. extractionwas extracted three times with diethyl ether
  4. customThe combined extracts were dried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-5e5871ca7c3c4ffdb7014e78ba0862f7
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07528157B2

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