Réaction #42885

ord-55f090f5fba34238abd7c0e18c73ba97

Équation de réaction

COC(=O)c1cscc1NC(=O)COc1ccc(C2CCCCC2)cc1
4-[2-(4-cyclohexyl-phenoxy)-acetylamino]-thiophene-3-carboxylic acid methyl ester
[Na+].[OH-]
sodium hydroxide
Cl
HCl
O=C(COc1ccc(C2CCCCC2)cc1)Nc1cscc1C(=O)O
4-[2-(4-cyclohexyl-phenoxy)-acetylamino]-thiophene-3-carboxylic acid
Rendement 71.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe precipitate was isolated
  2. 2
    Lavagewashed with water
  3. 3
    Autredried in vacuo

Mode opératoire

To a solution of 4-[2-(4-cyclohexyl-phenoxy)-acetylamino]-thiophene-3-carboxylic acid methyl ester (75 mg) in 2.5 mL of a mixture of THF:water (1.5:1) was added sodium hydroxide (0.442 mL, 1 M, 2.2 eq) and the reaction mixture was stirred for 24 hours at room temperature. Then the reaction mixture was acidified by addition of a solution of aqueous HCl (0.442 mL, 1N, 2.2 eq). The precipitate was isolated, washed with water and dried in vacuo to yield 4-[2-(4-cyclohexyl-phenoxy)-acetylamino]-thiophene-3-carboxylic acid (51 mg, 71%) as a white solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07732452B2uspto-grants-2010_06