Reaction #1810815

ord-b89cd1823eb844c480113870e30f4820

Reaction equation

O=C(O)c1cc([N+](=O)[O-])ccc1F
2-fluoro-5-nitrobenzoic acid
C1COCCN1
morpholine
O=C(O)c1cc([N+](=O)[O-])ccc1N1CCOCC1
title compound
Yield 93.0%
O=C(O)c1cc([N+](=O)[O-])ccc1N1CCOCC1
2-Morpholin-4-yl-5-nitro-benzoic acid
Yield 93.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe solvent was removed in vacuo
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in water
  3. 3
    FiltrationThe solid was filtered
  4. 4
    Washwashed with water
  5. 5
    Otherdried

Procedure

To a solution of 2-fluoro-5-nitrobenzoic acid (4.86 g, 26.2 mmol) in dioxane (50 ml) was added morpholine (11.5 ml). The mixture was stirred at room temperature for 2 hours. The solvent was removed in vacuo. The residue was dissolved in water and the mixture was acidified with HCl 2N. The solid was filtered, washed with water and dried to provide the title compound (6.2 g, 93%) as a yellow solid, MS (m/e): 251.2 (M−H, 100%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07485637B2uspto-grants-2009_02