Ethyl 2-(benzofuran-3-yl)acetate → 2-(Benzofuran-3-yl)ethanol

HRID 1178792

Reaktionsgleichung

Reaktionsgleichung von HRID 1178792
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:9][C:10](=O)[CH2:11][C:12]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[O:14][CH:13]=1)C>C1COCC1>[O:14]1[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:12]([CH2:11][CH2:10][OH:9])=[CH:13]1

Komponenten

4

Edukt 2

HCID 7537531Ethyl 2-(benzofuran-3-yl)acetateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 109538362-(Benzofuran-3-yl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a stirred suspension of LiAlH4 (200 mg, excess) in THF at 0° C., ethyl(-1-benzofuran-3-yl)acetate (1.02 g, 5 mmol) in THF (20 mL) was added slowly. After the addition, the reaction mixture was stirred at room temperature for 1 hr and quenched with saturated NH4Cl solution. The product was extracted with chloroform and washed well with water. It was dried over anhydrous MgSO4, filtered and concentrated. The product 2-(1-benzofuran-3-yl)ethanol obtained as a white oil was pure enough to be taken to next step without further purification. Yield: 800 mg (98%); (M+H): 163.

Aufarbeitung

  1. additionAfter the addition
  2. customquenched with saturated NH4Cl solution
  3. extractionThe product was extracted with chloroform
  4. washwashed well with water
  5. dry with materialIt was dried over anhydrous MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-94884fb59d264a6bb5f25fae8ba84b0b
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07276603B2

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