Reacción #417122

Ecuación de reacción

sodium hydroxide

1-[1-(2-hydroxyphenyl)-vinyl]-imidazole

1-chloro-2,3-dimethyl-but-2-ene

→

1-[1-(2-(2,3-dimethyl-but-2-en-1-yl-oxy)phenyl)-vinyl]-imidazole

Rendimiento 63.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONWhen the addition
2. 2
   workup.STIRRINGthe mixture is stirred at 50° C. for a further 30 minutes
3. 3
   Concentraciónis then concentrated under reduced pressure
4. 4
   Otroformed at a temperature of 25° C.
5. 5
   workup.STIRRINGwith stirring
6. 6
   workup.STIRRINGThe reaction mixture is stirred at 20° C. for a further 12 hours
7. 7
   Concentraciónby being concentrated
8. 8
   OtroThe residue obtained
9. 9
   Otrois chromatographed over silica gel

Procedimiento

9.2 g (0.23 mol) of sodium hydroxide are added to a mixture of 39.1 g (0.21 mol) of 1-[1-(2-hydroxyphenyl)-vinyl]-imidazole and 200 ml of methanol at room temperature, with stirring. When the addition has ended, the mixture is stirred at 50° C. for a further 30 minutes and is then concentrated under reduced pressure by stripping off the solvent. The solid residue which remains is taken up in 200 ml of dimethylformamide. 24.9 g (0.21 mol) of 1-chloro-2,3-dimethyl-but-2-ene are added to the solution formed at a temperature of 25° C., with stirring. The reaction mixture is stirred at 20° C. for a further 12 hours and then worked up by being concentrated by stripping off the diluent. The residue obtained is chromatographed over silica gel. 35.5 g (63% of theory) of 1-[1-(2-(2,3-dimethyl-but-2-en-1-yl-oxy)phenyl)-vinyl]-imidazole in the form of an oil are obtained in this manner.

Fuente