Succinic anhydride → Glyceryl monooleate succinate

HRID 467405

Reaction equation

HRID 467405 reaction equation
[C:1]([O:20][CH2:21][CH:22]([CH2:24][OH:25])[OH:23])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:26]1(=[O:32])[O:31][C:29](=[O:30])[CH2:28][CH2:27]1>>[C:1]([O:20][CH2:21][CH:22]([CH2:24][OH:25])[OH:23])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:26]([O-:31])(=[O:32])[CH2:27][CH2:28][C:29]([O-:19])=[O:30]

Participants

3

Reactant 2

HCID 7922Succinic anhydride2×HCID 5283468Glyceryl Monooleate

Product 1

HCID 86589698Glyceryl monooleate succinate

Conditions

Temperature
140 °C

Procedure

30.0 gm (84.1 mmoles) of glyceryl monooleate were added to a dry 100 ml, single neck, round bottom flask. A football stir bar was added and a nitrogen inlet adapter was attached. The reaction flask was placed into a room temperature oil bath and a nitrogen blanket was applied. The oil bath temperature was raised to 140° C. Once at 140° C., 8.42 gm (84.1 mmoles) succinic anhydride was added and the temperature was raised to 200° C. Heat tape was wrapped around the outside of the top of the flask and adapter to keep the succinic anhydride from subliming. The reaction was continued for 3 hours at 200° C. The flask was removed from the oil bath and allowed to cool to room temperature. The polymer was a pale yellow, viscous liquid.

Workup

  1. additionwas added
  2. customa nitrogen inlet adapter was attached
  3. customwas placed into a room temperature
  4. temperaturethe temperature was raised to 200° C
  5. temperatureHeat tape
  6. customThe flask was removed from the oil bath
  7. temperatureto cool to room temperature

Sources & evidence

ORD record
ord-877465121960494d97c0db5ab19ec7b8
Source dataset
uspto-grants-2014_01
Patent number
US08623413B2

Linked notes

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