Adipic Acid → HCID 86747069, compound

HRID 2253829Notes

Reaction equation

HRID 2253829 reaction equation
[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][OH:5].[C:10]([OH:33])(=[O:32])[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][CH3:31].[Sn].[C:35]([OH:44])(=[O:43])[CH2:36][CH2:37][CH2:38][CH2:39][C:40]([OH:42])=[O:41]>>[C:10]([OH:33])(=[O:32])[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][CH3:31].[C:35]([OH:44])(=[O:43])[CH2:36][CH2:37][CH2:38][CH2:39][C:40]([OH:42])=[O:41].[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][OH:5]

Participants

5

Reactant 4

HCID 196Adipic AcidHCID 8215Docosanoic AcidHCID 8285PentaerythritolHCID 5352426Tin atom2×

Product 1

HCID 86747069HCID 86747069, compound

Procedure

Following the procedure of Example A, 78.2 g (0.575 mole) pentaerythritol and 335.3 g (0.986 mole) behenic acid were reacted for 2 hours at 200° to 210° C. in the presence of 0.25 g tin powder. 72.0 g (0.49 mole) adipic acid and 0.25 g tin powder were then added to the reaction mixture before it was heated for another 2 hours to 210° C. in an increasing vacuum (final pressure 10 to 20 mbar). After filtration under pressure and cooling, the pentaerythritol adipate behenate (7:6:12) (material C; 345 g) was present as a pale yellowish, slightly brittle, wax-like mass (dropping point 70.0° C.; acid number 0.92; saponification number 230.1; hydroxyl number 40.6).

Workup

  1. temperaturewas heated for another 2 hours to 210° C. in an increasing vacuum (final pressure 10 to 20 mbar)
  2. filtrationAfter filtration under pressure
  3. temperaturecooling
  4. customwax-like mass (dropping point 70.0° C.; acid number 0.92; saponification number 230.1; hydroxyl number 40.6)

Sources & evidence

ORD record
ord-9ac2de99197045aabc0497049e2a3ce3
Source dataset
uspto-grants-1993_08
Patent number
US05232967

Reaction notes

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