Reaktion #565309

Reaktionsgleichung

Potassium hydroxide

Methyl 3,5-dichloro-4-dodecyloxybenzoate

HCl

→

3,5-Dichloro-4-dodecyloxybenzoic acid

Lösungsmittel

THF

water

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONadded to the solution
2. 2
   Temperaturon gentle heating
3. 3
   workup.DISSOLUTIONdissolution
4. 4
   workup.STIRRINGwith good stirring whereupon the product
5. 5
   Sonstigeprecipitated out
6. 6
   FiltrationThe white solid was filter off
7. 7
   Waschenwashed well with water
8. 8
   Sonstigeair-dried
9. 9
   Sonstigeto remove as much of the water as possible
10. 10
    workup.STIRRINGstirred mechanically for about 1 hr
11. 11
    FiltrationThe solid was then filtered off
12. 12
    Waschenwashed with acetonitrile
13. 13
    Sonstigeair-dried
14. 14
    SonstigeYield

Vorschrift

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.

Quelle