Reacción #565309

Ecuación de reacción

Potassium hydroxide

Methyl 3,5-dichloro-4-dodecyloxybenzoate

HCl

→

3,5-Dichloro-4-dodecyloxybenzoic acid

Disolventes

THF

water

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONadded to the solution
2. 2
   Temperaturaon gentle heating
3. 3
   workup.DISSOLUTIONdissolution
4. 4
   workup.STIRRINGwith good stirring whereupon the product
5. 5
   Otroprecipitated out
6. 6
   FiltraciónThe white solid was filter off
7. 7
   Lavadowashed well with water
8. 8
   Otroair-dried
9. 9
   Otroto remove as much of the water as possible
10. 10
    workup.STIRRINGstirred mechanically for about 1 hr
11. 11
    FiltraciónThe solid was then filtered off
12. 12
    Lavadowashed with acetonitrile
13. 13
    Otroair-dried
14. 14
    OtroYield

Procedimiento

Methyl 3,5-dichloro-4-dodecyloxybenzoate, (˜0.78 mol, as above) was dissolved in methanol (1000 mL) and THF (500 mL). 85%-Potassium hydroxide (100 g, 1.52 mol) was dissolved in water (200 mL) and added to the solution. The starting material oiled out, but on gentle heating dissolution was achieved. After stirring at room temperature for 15 minutes the solution was poured into ice cold 2N-HCl with good stirring whereupon the product precipitated out. The white solid was filter off, washed well with water, and air-dried to remove as much of the water as possible. The solid was then suspended in acetonitrile (˜1000 mL) and stirred mechanically for about 1 hr. The solid was then filtered off washed with acetonitrile and air-dried. Yield, 290.6 g.

Fuente