Reaktion #325009

ord-0ffbdf6f078b488cac34ea6b80427d20

Reaktionsgleichung

CCI
Ethyl iodide
CCOC(=O)CC(=O)CC
3-oxo-pentanoic acid ethyl ester
CC[O-].[Na+]
NaOEt
CCOC(=O)C(CC)C(=O)CC
title compound
Ausbeute 70.6%
CCOC(=O)C(CC)C(=O)CC
2-Ethyl-3-oxo-pentanoic acid ethyl ester
Ausbeute 70.6%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigehe reaction mixture
  2. 2
    EinengenThe reaction mixture was concentrated
  3. 3
    Wascheneluted with 1-2% EtOAc/heptane

Vorschrift

To a solution of 3-oxo-pentanoic acid ethyl ester (5.19 g, 36 mmol) in anhydrous EtOH (40 mL) was added NaOEt (21% wt. in EtOH, 11.7 mL, 36 mmol). he reaction mixture was heated to 80° C. Ethyl iodide (6.18 g, 39.6 mmol) was added dropwise at 80° C. Stirring was continued at 80° C. for 16 hours. The reaction mixture was concentrated and loaded onto a silica gel column and eluted with 1-2% EtOAc/heptane to give 4.38 g of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08642603B2uspto-grants-2014_02