Ethyl bromoacetate → Ethyl [4-(hydroxymethyl)-2-methylphenoxy]acetate

HRID 1269597

Reaktionsgleichung

Reaktionsgleichung von HRID 1269597
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([CH3:10])[CH:4]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>C(#N)C.O>[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:5]([CH3:10])[CH:4]=1

Komponenten

6

Edukt 3

HCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 142518564-(Hydroxymethyl)-2-methylphenol

Produkt 1

HCID 58622858Ethyl [4-(hydroxymethyl)-2-methylphenoxy]acetateAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 4-(hydroxymethyl)-2-methylphenol (7.95 g, 57 mmol) in dry acetonitrile (300 mL) at 5° C., was added cesium carbonate (20.42 g, 62 mmol) and ethyl bromoacetate (6.38 mL, 57 mmol). The resultant mixture was stirred for 3 h at 5° C. under nitrogen. The reaction mixture was diluted with water (500 mL), extracted with EtOAc (2×750 mL), dried (Na2SO4) and the solvents removed in vacuo to afford the title compound as a yellow oil (12.3 g).

Aufarbeitung

  1. extractionextracted with EtOAc (2×750 mL)
  2. dry with materialdried (Na2SO4)
  3. customthe solvents removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-60ed72905c4845e189978a8598f3df84
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199239B2

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