Reaction #1340582

Reaction equation

3,3′-dithiodipropionic acid

methanesulfonic acid

6-(N,N-diethyl)amino-1-hexanol

→

di[6-(N,N-diethyl)aminohexyl]3,3′-dithiodipropionate

Solvents

methyl isobutyl ketone

Conditions

Workup

1. 1
   Othercompletion of the reaction
2. 2
   Temperaturethe reaction mixture was cooled to room temperature
3. 3
   workup.STIRRINGAfter stirring for 2 hours
4. 4
   Filtrationthe precipitated crystals were collected by filtration
5. 5
   Washwashed with acetone

Procedure

1.3 g of methanesulfonic acid (manufactured by Wako Pure Chemical Industries, Ltd.) was added dropwise, under an atmosphere of nitrogen and at 70° C., to 2.3 g of the obtained 6-(N,N-diethyl)amino-1-hexanol. After stifling for 10 minutes, 1.4 g of 3,3′-dithiodipropionic acid (manufactured by Wako Pure Chemical Industries, Ltd.) was added, and the resulting mixture was heated to 120° C. and then stirred at 110° C. for 4 hours. Following completion of the reaction, the reaction mixture was cooled to room temperature and then added gradually to 50 mL of methyl isobutyl ketone (manufactured by Wako Pure Chemical Industries, Ltd.). After stirring for 2 hours, the precipitated crystals were collected by filtration and washed with acetone, yielding the methanesulfonate salt of di[6-(N,N-diethyl)aminohexyl]3,3′-dithiodipropionate.

Source