Water → p-Octyloxybenzyl alcohol

HRID 974712

Reaktionsgleichung

Reaktionsgleichung von HRID 974712
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[F-].[Na+].O>O1CCCC1>[CH2:7]([O:15][C:16]1[CH:17]=[CH:18][C:19]([CH2:20][OH:21])=[CH:22][CH:23]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 5235Sodium FluorideHCID 90358p-(Octyloxy)benzaldehydeHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 144261p-Octyloxybenzyl alcoholAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a suspension of lithium aluminum hydride (4.05 g) in tetrahydrofuran (475 ml) was added dropwise a solution of 4-octyloxybenzaldehyde (25 g) in tetrahydrofuran (25 ml) at 55°-60° C. The reaction mixture was stirred under reflux for 1 hour. Thereto, sodium fluoride (35.84 g) and water (11.52 ml) were added under ice-cooling. The mixture was stirred for 30 minutes, and filtered. The filtrate was evaporated in vacuo to give 4-octyloxybenzyl alcohol (25.1 g) as crystals.

Aufarbeitung

  1. temperatureunder reflux for 1 hour
  2. temperaturecooling
  3. stirringThe mixture was stirred for 30 minutes
  4. filtrationfiltered
  5. customThe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3d18488ea63c4315ac4bebc64d9f60fd
Quelldatensatz
uspto-grants-1997_03
Patentnummer
USH0001638

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