Reaction #69981

Reaction equation

4-(4-bromophenyl)piperidin-4-ol

triethylamine

methanesulphonyl chloride

→

4-(4-bromophenyl)-1-(methanesulphonyl)piperidin-4-ol

Solvents

dichloromethane

Conditions

Workup

1. 1
   WashIt is washed with water
2. 2
   DryingThe organic phase is dried over sodium sulphate
3. 3
   Otherevaporated under reduced pressure
4. 4
   OtherThe crude product obtained
5. 5
   Otheris chromatographed on silica gel, elution

Procedure

1 g of 4-(4-bromophenyl)piperidin-4-ol is placed in 20 ml of dichloromethane. 0.65 ml of triethylamine and then 0.33 ml of methanesulphonyl chloride are added. The reaction mixture is stirred at ambient temperature for 2 h. It is washed with water and then with a saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulphate and then evaporated under reduced pressure. The crude product obtained is chromatographed on silica gel, elution being carried out with a dichloromethane/methanol (99/1) solvent mixture. 1.1 g of 4-(4-bromophenyl)-1-(methanesulphonyl)piperidin-4-ol are obtained.

Source