Aluminium lithium hydride → (4-(Benzofuran-2-ylmethoxy)phenyl)methanol

HRID 2061382Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2061382
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][O:11][C:12]1[CH:22]=[CH:21][C:15]([C:16](OCC)=[O:17])=[CH:14][CH:13]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][O:11][C:12]1[CH:22]=[CH:21][C:15]([CH2:16][OH:17])=[CH:14][CH:13]=1

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 59603176Ethyl 4-(benzofuran-2-ylmethoxy)benzoate

Produkt 1

HCID 66601277(4-(Benzofuran-2-ylmethoxy)phenyl)methanolAusbeute 58,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Compound 93 (300 mg, 1.01 mmol) was dissolved in THF (15 mL) and LiAlH4 (38 mg, 1.01 mmol) was added portionwise, with vigorous stirring. The suspension was stirred at room temperature for 1 h. THF was evaporated off in-vacuo. The crude residue was taken up in EtOAc and washed with water, brine and dried (MgSO4). EtOAc was evaporated off in-vacuo to obtain (4-(benzofuran-2-ylmethoxy)phenyl)methanol (150 mg, 0.59 mmol), as a crude product. This was used in the next step without further purification.

Aufarbeitung

  1. customTHF was evaporated off in-vacuo
  2. washwashed with water, brine
  3. dry with materialdried (MgSO4)
  4. customEtOAc was evaporated off in-vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f6963dc7b87748f1ad0cebd407f32770
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08283340B2

Notizen zur Reaktion

Wird geladen…