Reaktion #2297

Reaktionsgleichung

product

Methyl 4-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]-phenoxyacetate

sodium hydroxide

→

title compound

4-[2-[4-(4-Pyridyl)piperazin-1-yl]acetyl]phenoxyacetic acid

Lösungsmittel

water

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe resulting solution concentrated in vacuo
2. 2
   workup.ADDITIONWater (20 ml) was added
3. 3
   Sonstigea solid precipitated
4. 4
   EinengenThis mixture was concentrated in vacuo
5. 5
   Sonstigethe solid collected
6. 6
   Waschenwashed with ice-water
7. 7
   Sonstigedried

Vorschrift

A stirred solution of the product of Example 1 (550 mg) in methanol (10 ml) was treated with a M sodium hydroxide solution (1.65 ml) and stirring continued for a further 2 hours. The mixture was diluted with water (10 ml) and the resulting solution concentrated in vacuo. Water (20 ml) was added and then a M hydrochloric acid solution (1.65 ml). On cooling to 4° C., a solid precipitated. This mixture was concentrated in vacuo, the solid collected and washed with ice-water, then dried to give the title compound, 320 mg, as a solid: m.p. 294°-296° C; NMR (d6DMSO+TFA) δ 8.34(2H,d), 7.95(2H,d), 7.26(2H,d), 7.10(2H,d), 5.06(2H,s), 4.82(2H,s), 4.06(4H,bs), 3.52(4H,bs); m/e 356(M+H)+ ; calculated for C19H21N3O4 : C, 64.2; H, 6.0; N, 11.8. found: C, 64.1; H, 6.1; N, 11.6%.

Quelle