Reaction #41823

Reaction equation

4-(4-isopropyl-piperazine-1-carbonyl)-benzaldehyde

NaHSO3

→

title compound

Hydroxy-[4-(4-isopropyl-piperazine-1-carbonyl)-phenyl]-methanesulfonic acid sodium salt

Solvents

EtOH

H2O

EtOH

Conditions

Workup

1. 1
   Temperaturecooled to 0° C.
2. 2
   workup.STIRRINGstirred for 3 h
3. 3
   workup.STIRRINGto aid stirring
4. 4
   OtherA precipitate formed
5. 5
   Filtrationwas collected by suction filtration through a glass frit
6. 6
   Filtrationwith filter paper
7. 7
   WashThe filter cake was washed with hexane (1×50 mL)
8. 8
   Otherdried under vacuum for 16 h

Procedure

A solution of 4-(4-isopropyl-piperazine-1-carbonyl)-benzaldehyde (20.0 g, 76.9 mmol) in EtOH (200 mL) was stirred at room temperature for 15 min. To the resulting solution was added a solution of NaHSO3 (9.6 g) in H2O (25 mL), dropwise over 30 min. The resulting suspension was stirred at room temperature for 2 h, then cooled to 0° C. and stirred for 3 h, adding EtOH periodically (total 200 mL) to aid stirring. A precipitate formed and was collected by suction filtration through a glass frit lined with filter paper. The filter cake was washed with hexane (1×50 mL), and dried under vacuum for 16 h to yield the title compound as a white solid.

Source