Potassium Hydroxide → HCID 70394092, compound

HRID 1762067Notes

Reaction equation

[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][N:8]([CH2:10][CH2:11][OH:12])[CH2:7][N:6]([CH2:13][CH2:14][OH:15])[CH2:5]1.[OH-].[K+].[C:18](OC)(=[O:36])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]/[CH:26]=[CH:27]\[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35].C(O)(=O)CCCCCCC/C=C\CCCCCCCC>CO.C(Cl)Cl>[C:18]([O:12][CH2:11][CH2:10][N:8]1[CH2:9][N:4]([CH2:3][CH2:2][OH:1])[CH2:5][N:6]([CH2:13][CH2:14][OH:15])[CH2:7]1)(=[O:36])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]/[CH:26]=[CH:27]\[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 20 g of 1,3,5-tris-hydroxyethyl perhydro-s-triazine from the method of Paquin, Ber., 82, 316 (1949) and 0.30 g (5.8 mole percent) of powdered KOH is heated at 80° C. under reduced pressure (less than 0.1 mm) for 6 hours. Methyl oleate (30g ) from acid-catalyzed esterification of oleic acid in methanol is then added and the resulting mixture (in two phases) is stirred at 80° C. under the reduced pressure overnight. The homogeneous material which is obtained is dissolved in CH2Cl2, washed with water, dried over potassium carbonate, then is concentrated into a light yellow oil of 41 g (84.9 percent of theory). Both the infrared (1745 cm-1) and nuclear magnetic resonance spectra are consistent with the desired 1,3,5-triazine-1,3,5-(2H,4H,6H)triethanol monooleate.

Workup

customThe homogeneous material which is obtained
washwashed with water
dry with materialdried over potassium carbonate
concentrationis concentrated into a light yellow oil of 41 g (84.9 percent of theory)

Sources & evidence

ORD record: ord-8f906b779172474e8c267f095306dbe3
Source dataset: uspto-grants-1989_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04830827

Reaction notes

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