Triisopropanolamine → HCID 178468306, compound

HRID 35793Notes

Reaction equation

HRID 35793 reaction equation
[CH3:1][CH:2]([OH:13])[CH2:3][N:4]([CH2:9][CH:10]([OH:12])[CH3:11])[CH2:5][CH:6]([OH:8])[CH3:7].[C:14]([C:27]1[CH:35]=[C:31]([C:32]([OH:34])=[O:33])[C:30]([OH:36])=[CH:29][CH:28]=1)(=[O:26])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>C(O)(C)C>[C:14]([C:27]1[CH:35]=[C:31]([C:32]([O-:34])=[O:33])[C:30]([OH:36])=[CH:29][CH:28]=1)(=[O:26])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[OH:12][CH:10]([CH3:11])[CH2:9][NH+:4]([CH2:5][CH:6]([OH:8])[CH3:7])[CH2:3][CH:2]([OH:13])[CH3:1]

Participants

4

Reactant 2

HCID 24730TriisopropanolamineHCID 97971525-Dodecanoylsalicylic acid

Product 1

HCID 178468306HCID 178468306, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Into a beaker, are added, with stirring, 11.4 g (0.06 mole) of triisopropanolamine in 100 ml of isopropanol. The reaction medium is stirred and cooled to between 5° and 10° C. 19.2 g (0.06 mole) of 5-n-dodecanoylsalicylic acid are then added. The mixture is stirred for 30 min at room temperature and then the clear mixture is filtered. The filtrate is evaporated to dryness. An oil is obtained which crystallizes at room temperature. It is filtered on sintered glass. The white powder obtained is dried under vacuum over phosphoric anhydride. 29.1 g of product are obtained, equivalent to a yield of 95%.

Workup

  1. additionInto a beaker, are added
  2. stirringThe reaction medium is stirred
  3. temperaturecooled to between 5° and 10° C
  4. stirringThe mixture is stirred for 30 min at room temperature
  5. filtrationthe clear mixture is filtered
  6. customThe filtrate is evaporated to dryness
  7. customAn oil is obtained which
  8. customcrystallizes at room temperature
  9. filtrationIt is filtered on sintered glass
  10. customThe white powder obtained
  11. dry with materialis dried under vacuum over phosphoric anhydride

Sources & evidence

ORD record
ord-1c896af0227b495fb2c8ee6f51728118
Source dataset
uspto-grants-1995_05
Patent number
US05411742

Reaction notes

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