Water → 3-Phenoxy 1-propanol

HRID 327621

Reaktionsgleichung

Reaktionsgleichung von HRID 327621
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]([CH2:14][CH2:15][C:16](O)=[O:17])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O.[OH-].[Na+]>C(OCC)C>[O:7]([CH2:14][CH2:15][CH2:16][OH:17])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

6

Versuchsvorschrift

To a stirred suspension of 5.7 g (0.15 mole) of lithium aluminum hydride in 350 ml of dry ethyl was added dropwise (30 min) a solution of 25.0 g (0.149 mole) of 3-phenoxypropionic acid (99%, Aldrich Chem. Co.) in 250 ml of dry ethyl ether. The reaction mixture was stirred at ambient temperature for 2 hr and treated successively with 6 ml of water, 18 ml of a 15% sodium hydroxide solution, and 10 ml of water. The reaction mixture was filtered through Celite® and the filtrate was concentrated to a viscous residue. The residue was partitioned between water and ethyl ether (300 ml each). The ethereal layer was washed with two 300 ml portions of water, dried over magnesium sulfate and the solvent was evaporated under reduced pressure to give 16.6 g (73%) of colorless oil.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through Celite®
  2. concentrationthe filtrate was concentrated to a viscous residue
  3. customThe residue was partitioned between water and ethyl ether (300 ml each)
  4. washThe ethereal layer was washed with two 300 ml portions of water
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-132d40c9e4494fde875d81e7446d7560
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05273993

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