Reaktion #47106

Reaktionsgleichung

Et2O

2-chlorophenol

potassium carbonate

ethyl bromoacetate

→

product 465

Ausbeute 97.6%

(2-Chlorophenoxy)acetic acid ethyl ester

Ausbeute 97.6%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe mixture is washed with water, brine
2. 2
   Trocknendried (MgSO4)
3. 3
   Filtrationfiltered
4. 4
   SonstigeThe filtrate is evaporated
5. 5
   Sonstigethe residue is purified by chromatography in silica gel
6. 6
   Waschenelution with EtOAc:dichloromethane:hexane (10:5:85)

Vorschrift

To a solution of 2-chlorophenol (2.06 mL, 19.9 mmol) in DMF (40 mL) is added potassium carbonate (3.03 g, 21.9 mmol) and ethyl bromoacetate (2.3 mL, 20.7 mmol), and the mixture is stirred at 80° C. for 18 h. Et2O is added, and the mixture is washed with water, brine, dried (MgSO4), and filtered. The filtrate is evaporated, and the residue is purified by chromatography in silica gel; elution with EtOAc:dichloromethane:hexane (10:5:85) gives 4.17 g of the product 465. 1H NMR (CDCl3) δ 7.38 (d, 1H), 7.21 (t, 1H), 6.92 (t, 1H), 6.84 (d, 1H), 4.70 (s, 2H), 4.27 (q, 2H), 1.29 (t, 3H); MS: m/z 215, 217 (M++1).

Quelle