Reacción #595350

Ecuación de reacción

hydrochloric acid

compound

2-(4-Chlorophenyl)-4-[(methoxymethoxy)methyl]-1,3-oxazole-5-carbaldehyde

dioxane

sodium hydroxide

→

2-(4-Chlorophenyl)-4-[(methoxymethoxy)methyl]-1,3-oxazole-5-carboxylic acid

Disolventes

water

water

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture is then filtered through Celite, which
2. 2
   Lavadois washed with warm water
3. 3
   OtroThe filtrate obtained
4. 4
   Extracciónextracted three times with in each case 20 ml of diethyl ether
5. 5
   SecadoThe combined organic phases are dried over magnesium sulfate
6. 6
   Otrothe solvent is removed on a rotary evaporator
7. 7
   OtroThe residue is purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)

Procedimiento

556 mg (2.25 mmol) of the compound from Example 41A and 14.7 ml of dioxane are added to a suspension of 802 mg (4.72 mmol) of silver(I) nitrate in 2 ml of water. A solution of 193 mg (4.84 mmol) of sodium hydroxide in 7.8 ml of water is then added slowly. The mixture is stirred at RT for 3 h. The mixture is then filtered through Celite, which is washed with warm water. The filtrate obtained is acidified by addition of 1 N hydrochloric acid and extracted three times with in each case 20 ml of diethyl ether. The combined organic phases are dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The residue is purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).

Fuente