Methyl benzofuran-7-carboxylate → Benzofuran-7-ylmethanol

HRID 1107541Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1107541
[O:1]1[C:5]2[C:6]([C:10](OC)=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[CH:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[O:1]1[C:5]2[C:6]([CH2:10][OH:11])=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[CH:2]1

Komponenten

4

Edukt 2

HCID 14229730Methyl benzofuran-7-carboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 18787422Benzofuran-7-ylmethanolAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of methyl benzofuran-7-carboxylate (5.34 g, 30 mmol) was added to a suspension of LAH (2.31 g, 61 mmol) in THF and then heated to reflux for 30 min. The reaction was quenched with ethyl acetate and water. The mixture was made acidic with 12 N HCl until all the precipitate dissolved. The ethyl acetate layer was separated, washed with water, dried with brine, and concentrated in vacuo to give a yellow oil (4.03 g, 91%).

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 30 min
  3. customThe reaction was quenched with ethyl acetate and water
  4. dissolutiondissolved
  5. customThe ethyl acetate layer was separated
  6. washwashed with water
  7. dry with materialdried with brine
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-37dc5e708bea4fbf85b5df3d50094822
Quelldatensatz
uspto-grants-2000_05
Patentnummer
US06060506

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