Reaction #1340585

ord-948c1e865e8e420194c98113ab8d9ceb

Reaction equation

O=C(O)CCCCCCC(=O)O
suberic acid
CS(=O)(=O)O
methanesulfonic acid
NCCCCCCO
6-amino-1-hexanol
NCCCCCCOC(=O)CCCCCCC(=O)OCCCCCCN
di(6-aminohexyl) suberate

Conditions

Temperature
120°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.STIRRINGstirred at 110° C. for 4 hours
  2. 2
    Othercompletion of the reaction
  3. 3
    Temperaturethe reaction mixture was cooled to room temperature
  4. 4
    workup.STIRRINGAfter stirring for 2 hours
  5. 5
    Filtrationthe precipitated crystals were collected by filtration
  6. 6
    Washwashed with acetone

Procedure

6.0 g of methanesulfonic acid (manufactured by Wako Pure Chemical Industries, Ltd.) was added dropwise, under an atmosphere of nitrogen and at 70° C., to 7.0 g of 6-amino-1-hexanol (manufactured by Tokyo Chemical Industry Co., Ltd.). After stirring for 10 minutes, 5.2 g of suberic 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-aminohexyl) suberate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08455413B2uspto-grants-2013_06