Ethyl bromoacetate → [4-(4,4,5,5-Tetramethyl-(1,3]dioxolan-2-yl)-phenoxy]-acetic acid ethyl ester

HRID 1766752Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1766752
[CH3:1][C:2]1([CH3:16])[C:6]([CH3:8])([CH3:7])[O:5][CH:4]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[O:3]1.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26].C(OCC)(=O)C>CN(C=O)C>[CH2:28]([O:27][C:25](=[O:26])[CH2:24][O:15][C:12]1[CH:13]=[CH:14][C:9]([CH:4]2[O:3][C:2]([CH3:16])([CH3:1])[C:6]([CH3:7])([CH3:8])[O:5]2)=[CH:10][CH:11]=1)[CH3:29]

Komponenten

6

Edukt 4

HCID 7748Ethyl bromoacetateHCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 44055284-(4,4,5,5-Tetramethyl-1,3-dioxolan-2-yl)phenol

Produkt 1

HCID 66701800[4-(4,4,5,5-Tetramethyl-(1,3]dioxolan-2-yl)-phenoxy]-acetic acid ethyl esterAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4-(4,4,5,5-tetramethyl-[1,3]dioxolan-2-yl)-phenol (10.0 g, 45.5 mmol) and Cs2CO3 (23.5 g, 68.25 mmol) in DMF (60 mL) was added ethyl α-bromoacetate (11.6 g, 68.25 mmol). The mixture was stirred at room temperature for 24 hours, then diluted with-ethyl acetate, washed with water, dried over Na2SO4. After filtration and evaporation, the residue was dried under high vacuum to provide [4-(4,4,5,5-tetramethyl-[1,3]dioxolan-2-yl)-phenoxy]-acetic acid ethyl ester (12.52 g, 90% yield) as an oil.

Aufarbeitung

  1. washwashed with water
  2. dry with materialdried over Na2SO4
  3. filtrationAfter filtration and evaporation
  4. customthe residue was dried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-36d52388a97c465db1bb27026e1f985e
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07230098B2

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