Reaktion #65248

Reaktionsgleichung

methylene chloride

2-n-butyl-5-acetoxymethyl-1-(2-chlorophenyl)methyl-1H-imidazole

sodium hydroxide

→

2-n-butyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole

Ausbeute 81.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated on a steam bath for 4 hours
2. 2
   TemperaturAfter cooling
3. 3
   Sonstigethe organic phase was separated
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated
7. 7
   workup.DISSOLUTIONThe residue was dissolved in ether
8. 8
   Temperaturcooled
9. 9
   Sonstigeto give the crude product
10. 10
    SonstigeRecrystallization from ethyl acetate

Vorschrift

A solution of crude 2-n-butyl-5-acetoxymethyl-1-(2-chlorophenyl)methyl-1H-imidazole (250 g) in methanol (200 mL) was treated with 10% sodium hydroxide solution (700 mL) and the mixture was heated on a steam bath for 4 hours. After cooling, methylene chloride was added, the organic phase was separated, washed with water, dried and concentrated. The residue was dissolved in ether, cooled, and seeded to give the crude product. Recrystallization from ethyl acetate gave 176 g of 2-n-butyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole; mp 86°-88° C. This material was identical in all respects to the product prepared by Method 1.

Quelle