Glycerol → Glycerol 1,2-dioctacosanoate

HRID 1088411Notes

Reaction equation

HRID 1088411 reaction equation
[OH:1][CH2:2][CH:3]([CH2:5][OH:6])[OH:4].[C:7]([OH:36])(=O)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34].[Sn]>>[C:7]([O:1][CH2:2][CH:3]([CH2:5][OH:6])[O:4][C:7](=[O:36])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])(=[O:36])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

Participants

4

Reactant 3

HCID 753GlycerolHCID 10470Octacosanoic acidHCID 5352426Tin atom

Product 1

HCID 19421331Glycerol 1,2-dioctacosanoate

Conditions

Temperature
210 °C

Procedure

A three-necked flask equipped with a stirrer, thermometer and descending Liebig condenser was charged with 19 g glycerol (0.207 mole), 165 g montanic acid (0.413 mole; Hoechst-Wachs S) and 0.4 g tin powder. The mixture was heated with stirring to 210° C. with application of a gentle vacuum which was increased to 20 mbar over a period of 1.5 h. Thereafter, the acid value had fallen to approximately 1. The mixture was cooled to 100° C., bleached and filtered. A pale yellow hard wax having a dropping point of 79° C. was obtained.

Workup

  1. customA three-necked flask equipped with a stirrer
  2. temperatureThe mixture was heated
  3. temperaturewas increased to 20 mbar over a period of 1.5 h
  4. temperatureThe mixture was cooled to 100° C.
  5. filtrationbleached and filtered
  6. customa dropping point of 79° C.
  7. customwas obtained

Sources & evidence

ORD record
ord-a2932576adbe4b2abd6b32905a094c16
Source dataset
uspto-grants-1990_10
Patent number
US04962145

Reaction notes

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