Reaktion #1335460

ord-da4b806044654ab08824c8685afcd782

Reaktionsgleichung

Cc1c(O)cccc1[N+](=O)[O-]
2-methyl-3-nitrophenol
CCOC(=O)C(Br)CC
ethyl 2-bromobutanoate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)C(CC)Oc1cccc([N+](=O)[O-])c1C
title compound
Ausbeute 93.5%
CCOC(=O)C(CC)Oc1cccc([N+](=O)[O-])c1C
ethyl 2-(2-methyl-3-nitrophenoxy)butanoate
Ausbeute 93.5%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONThe mixture was then poured over ice
  2. 2
    Extraktionextracted twice with diethyl ether
  3. 3
    ExtraktionThe combined organic extract
  4. 4
    Waschenwas washed with water
  5. 5
    Trocknendried over magnesium sulfate
  6. 6
    Filtrationfiltered
  7. 7
    Einengenconcentrated in vacuo

Vorschrift

A mixture of 5.0 g (32 mmole) of 2-methyl-3-nitrophenol, 4.8 ml (ca. 32 mmole) of ethyl 2-bromobutanoate, and 4.5 g (32 mmole) of potassium carbonate in 50 ml of dimethylformamide was stirred for 18 hours at room temperature. The mixture was then poured over ice, diluted with water, and extracted twice with diethyl ether. The combined organic extract was washed with water, dried over magnesium sulfate, filtered, and concentrated in vacuo to give 8.0 g of the title compound as an analytically pure solid. Structure assignment was supported by nmr and infrared spectra and by elemental analysis.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04523020uspto-grants-1985_06