Oxygen → 2-(Benzofuran-3-yl)ethanol

HRID 1095543

Reaktionsgleichung

Reaktionsgleichung von HRID 1095543
[H-].[H-].[H-].[H-].[Li+].[Al+3].O=O.C[O:10][C:11](=O)[CH2:12][C:13]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[O:15][CH:14]=1.[H-]>C(OCC)C.O>[O:15]1[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:13]([CH2:12][CH2:11][OH:10])=[CH:14]1

Komponenten

7

Edukt 4

HCID 977OxygenHCID 166653HydrideHCID 10976279Methyl Benzofuran-3-acetateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 109538362-(Benzofuran-3-yl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel3×

Versuchsvorschrift

LiAlH4 (1.025 g, 37.95 mmol) was suspended in diethyl ether with exclusion of oxygen. A solution of the benzofuran-3-ylacetic acid methyl ester just prepared (2.546 g, 13.4 mmol) in diethyl ether (15 ml) was then slowly added to the mixture and the mixture was stirred at room temperature for 30 min. The course of the reaction was monitored by TLC. For complete hydrolysis of the excess hydride, a mixture of water (2 ml) and diethyl ether (5 ml) was cautiously added dropwise to the mixture. The ethereal solution obtained was filtered over kieselguhr and the filter cake was rinsed with diethyl ether. After removal of the solvent, the desired alcohol was obtained in a yield of 1.93 g (89%) as a pale yellow oil and was employed for the further synthesis without further purification.

Aufarbeitung

  1. additionwas then slowly added to the mixture
  2. additionwas cautiously added dropwise to the mixture
  3. customThe ethereal solution obtained
  4. filtrationwas filtered over kieselguhr
  5. washthe filter cake was rinsed with diethyl ether
  6. customAfter removal of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-f096f68e76f246dabfdad7a026391d82
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138187B2

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