Reaktion #481026

Reaktionsgleichung

2,6-bis-(1,1-dimethylethyl)-4-bromomethylphenol

potassium carbonate

1-(4-nitrophenyl)piperazine

→

brown powder

Ausbeute 54.3%

2,6-bis-(1,1-dimethylethyl)-4-{[4-(4-nitrophenyl)-1-piperazinyl]-methyl}-phenol

Ausbeute 54.3%

Lösungsmittel

DMF

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare added successively
2. 2
   Waschenwashed successively with 3×40 ml of water
3. 3
   TrocknenThe organic solution is dried over sodium sulphate
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe brown residue obtained
7. 7
   Sonstigeis purified on a silica gel column (eluant: petroleum ether (B.p. 40-70° C.)/ethyl acetate: 8/2)

Vorschrift

In a 100 ml flask containing a solution of 2.99 g (10 mmoles) of 2,6-bis-(1,1-dimethylethyl)-4-bromomethylphenol in 30 ml of DMF, 1.38 g (10 mmoles) of potassium carbonate and 2.07 g (10 mmoles) of 1-(4-nitrophenyl)piperazine are added successively. After agitation for two hours at ambient temperature, the reaction medium is diluted with 150 ml of dichloromethane and washed successively with 3×40 ml of water followed by 40 ml of brine. The organic solution is dried over sodium sulphate, filtered and concentrated under reduced pressure. The brown residue obtained is purified on a silica gel column (eluant: petroleum ether (B.p. 40-70° C.)/ethyl acetate: 8/2). After concentration of the pure fractions, 2.31 g (54%) of a brown powder is obtained. Melting point: 177.5-178.5° C.

Quelle