Reaktion #791579

ord-1d52cf5b199142f59c4a92e1f9919d49

Reaktionsgleichung

Cl
hydrochloric acid
COc1ccc(CCC(=O)O)cc1
3-(4-methoxyphenyl)propionic acid
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
O
water
COc1ccc(CCCO)cc1
3-(4-methoxyphenyl)propanol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGAfter stirring at room temperature for 30 minutes
  2. 2
    Temperaturthe mixture was refluxed for 1 hours
  3. 3
    TemperaturAfter cooling
  4. 4
    Extraktionextracted with ether
  5. 5
    WaschenThe organic layer was washed with saturated aqueous solution of sodium chloride
  6. 6
    Einengenconcentrated under reduced pressure

Vorschrift

A solution of the 3-(4-methoxyphenyl)propionic acid in 100 ml of anhydrous ether was added dropwise to a suspension of 1.10 g of lithium aluminum hydride in 50 ml of anhydrous ether with stirring at room temperature over 20 minutes. After stirring at room temperature for 30 minutes, the mixture was refluxed for 1 hours. After cooling, water was added with ice cooling, and the mixture was made acidic by further addition of 10% hydrochloric acid and then extracted with ether. The organic layer was washed with saturated aqueous solution of sodium chloride, driven over anhydrous magnesium sulfate and concentrated under reduced pressure to give 5.06 g of 3-(4-methoxyphenyl)propanol.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04987132uspto-grants-1991_01