Water → (4'-Methoxy[1,1'-biphenyl]-4-yl)methanol

HRID 1072703

Reaktionsgleichung

Reaktionsgleichung von HRID 1072703
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:18]=[CH:17][C:12]([CH2:13][OH:14])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 1393415Methyl 4'-methoxy(1,1'-biphenyl)-4-carboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 1051637(4'-Methoxy[1,1'-biphenyl]-4-yl)methanolAusbeute 45,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Methyl 4-(4′-methoxyphenyl)benzoate (3.0 g, 12.3 mmol) was added in portions to a suspension of lithium aluminum hydride (0.94 g, 25.0 mmol) in tetrahydrofuran (40 ml) at room temperature for 20 minutes with stirring. The reaction solution was refluxed for 2 hours under heating and cooled to 0° C. To the residue was added water (1 ml) and 1 N aqueous sodium hydroxide (3 ml), the insoluble matter was filtered out and the filtrate was concentrated under reduced pressure. The object compound (1.2 g) was obtained from the residue as colorless crystals.

Aufarbeitung

  1. temperatureThe reaction solution was refluxed for 2 hours
  2. temperatureunder heating
  3. filtrationthe insoluble matter was filtered out
  4. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5d216088228f4668997d23a1dc2d4284
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911468B2

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