Water → 2-(2,3-Dihydro-1-benzofuran-5-yl)ethan-1-ol

HRID 36859Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 36859
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][C:11](O)=[O:12])=[CH:9][C:4]=2[CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[OH:12][CH2:11][CH2:10][C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][CH2:3][C:4]=2[CH:9]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 27374552,3-Dihydro-5-benzofuranacetic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 212240782-(2,3-Dihydro-1-benzofuran-5-yl)ethan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of (2,3-dihydrobenzofuran-5-yl)acetic acid (4.9 g - see EP-A-132130) in anhydrous tetrahydrofuran (50 ml) was added dropwise over 10 minutes to a stirred suspension of lithium aluminium hydride (1.57 g) in anhydrous tetrahydrofuran (50 ml) at 0° C. The mixture was allowed to warm to room temperature and stirred for 1 hour. Water (1.5 ml) was cautiously added dropwise followed by 10% aqueous sodium hydroxide (1.5 ml) and, finally, water (4.5 ml). The mixture was filtered and the inorganic salts washed with ethyl acetate (2×50 ml). The filtrate and washings were combined and concentrated in vacuo to give the title compound as an oil, yield 3.3 g.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. washthe inorganic salts washed with ethyl acetate (2×50 ml)
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-45ad84a776d8497a82a3788ad950e171
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05418229

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