Reacción #1671734

Ecuación de reacción

1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine

methyl 2-methoxyethoxyacetate

→

title compound

1-Oxyl-2,2,6,6-tetramethylpiperidin-4-yl 2-Methoxyethoxyacetate

Disolventes

heptane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroround-bottomed flask equipped with a mechanical stirrer
2. 2
   OtroTrace amounts of water are removed by azeotropic distillation
3. 3
   workup.ADDITION0.25 mL of tetraisopropyl orthotitanate is added to the reaction mixture
4. 4
   TemperaturaThe reaction mixture is refluxed for six hours
5. 5
   Otrothe liberated methanol is collected in the Dean-Stark trap
6. 6
   Temperaturato cool
7. 7
   Otrois then partitioned between 300 mL of ethyl acetate and 300 mL of water
8. 8
   OtroThe phases are separated
9. 9
   Lavadothe organic phase is washed with water
10. 10
    Secadodried over anhydrous magnesium sulfate
11. 11
    OtroEvaporation of the solvent

Procedimiento

34.4 grams of 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine, 29.6 grams of methyl 2-methoxyethoxyacetate and 300 mL of heptane are transferred to a 500 mL 3-necked, round-bottomed flask equipped with a mechanical stirrer, Dean-Stark trap and condenser. Trace amounts of water are removed by azeotropic distillation. 0.25 mL of tetraisopropyl orthotitanate is added to the reaction mixture. The reaction mixture is refluxed for six hours and the liberated methanol is collected in the Dean-Stark trap. The reaction mixture is allowed to cool and is then partitioned between 300 mL of ethyl acetate and 300 mL of water. The phases are separated and the organic phase is washed with water and dried over anhydrous magnesium sulfate. Evaporation of the solvent leaves the title compound as a red oil.

Fuente