Diethyl Ether → Benzeneethanol, 4-(acetyloxy)-

HRID 1595511

Reaktionsgleichung

Reaktionsgleichung von HRID 1595511
[OH-].[K+].[OH:3][C:4]1[CH:12]=[CH:11][C:7]([CH2:8][CH2:9][OH:10])=[CH:6][CH:5]=1.[C:13](OC(=O)C)(=[O:15])[CH3:14].C(OCC)C>O.O1CCCC1>[CH3:14][C:13]([O:3][C:4]1[CH:12]=[CH:11][C:7]([CH2:8][CH2:9][OH:10])=[CH:6][CH:5]=1)=[O:15]

Komponenten

7

Edukt 4

HCID 3283Diethyl EtherHCID 7918Acetic AnhydrideHCID 10393TyrosolHCID 14797Potassium Hydroxide

Produkt 1

HCID 586676Benzeneethanol, 4-(acetyloxy)-Ausbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5.6 g (0.1 mole) potassium hydroxide in 10 ml water was added to a cooled solution of 13.8 g (0.1 mole) p-hydroxyphenethyl alcohol in 50 ml tetrahydrofuran. 10.2 g (0.1 mole) acetic anhydride was slowly added under stirring. After 2 hours diethyl ether and water were added. The phases were separated and the organic phase was dried, filtered and evaporated in vacuo. The product contained 15% starting material and was therefore redissolved in diethyl ether and washed twice with dilute sodium carbonate. Drying, filtration and evaporation of solvents in vacuo gave 12 g (yield 67%) of 2-(4-methylcarbonyloxyphenyl)-1-ethanol which was used without further purification.

Aufarbeitung

  1. customThe phases were separated
  2. customthe organic phase was dried
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. dissolutionwas therefore redissolved in diethyl ether
  6. washwashed twice with dilute sodium carbonate
  7. customDrying
  8. filtrationfiltration and evaporation of solvents in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ecd20afd2ef34717a3827cdc48a36da5
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06288096B1

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