Tyrosol → Tert-butyl [4-(2-hydroxyethyl)phenoxy]acetate

HRID 898888

Reaktionsgleichung

Reaktionsgleichung von HRID 898888
[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>C(#N)C>[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:6][CH:5]=1

Komponenten

5

Edukt 3

HCID 10393TyrosolHCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetate

Produkt 1

HCID 23119602Tert-butyl [4-(2-hydroxyethyl)phenoxy]acetateAusbeute 92,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 4-(2-hydroxyethyl)phenol (3.8 ml, 25.834 mmol) was dissolved in acetonitrile (25 ml), potassium carbonate (7.085 g, 51.267 mmol) and tert-butyl bromoacetate (5.000 g, 25.834 mmol) was boiled under reflux for 16 hours. The solvent was evaporated under reduced pressure. The residue was dissolved in EtOAc and washed with brine and water, dried with MgSO4 and evaporated under reduced pressure to give the desired product was obtained (6.00 g, yield 92.8%).

Aufarbeitung

  1. temperatureunder reflux for 16 hours
  2. customThe solvent was evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in EtOAc
  4. washwashed with brine and water
  5. dry with materialdried with MgSO4
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-58f39174f9d74c3780ae4c7f363807aa
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07351858B2

Verknüpfte Notizen

Wird geladen…