Succinic Acid → HCID 86747068, compound

HRID 2253827Notes

Reaction equation

HRID 2253827 reaction equation
[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][OH:5].[C:10]([OH:29])(=[O:28])[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][CH3:27].[Sn].[C:31]([OH:38])(=[O:37])[CH2:32][CH2:33][C:34]([OH:36])=[O:35]>>[C:10]([OH:29])(=[O:28])[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][CH3:27].[C:31]([OH:38])(=[O:37])[CH2:32][CH2:33][C:34]([OH:36])=[O:35].[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][OH:5]

Participants

5

Reactant 4

HCID 1110Succinic AcidHCID 5281Stearic AcidHCID 8285PentaerythritolHCID 5352426Tin atom2×

Product 1

HCID 86747068HCID 86747068, compound

Procedure

71.4 g (0.525 mole) pentaerythritol and 283.5 g (1.05 mole) technical stearic acid were heated with stirring for 30 minutes in a light vacuum to a temperature of 210° C. in the presence of 0.2 g tin powder. After reduction of the pressure to 12 mbar, the mixture was kept at 200° to 210° C. for 3 hours. The mixture was then cooled to 100° C. before 53.1 g (0.45 mole) succinic acid and 0.2 g tin powder were added. The mixture was then heated for 4 hours to 200°-210° C., while the pressure was slowly reduced to 19 mbar during the first 2 hours and thereafter kept at that value. Bleaching earth was then added to the reaction mixture, followed by filtration under pressure at 90° C. After cooling, the pentaerythritol succinate stearate (7:6:14) (material A; 304 g) was present as a yellowish, slightly brittle, wax-like mass (dropping point 55.1° C.; acid number 2.3; saponification number 281.5; hydroxyl number 24.9).

Workup

  1. additionwere added
  2. temperatureThe mixture was then heated for 4 hours to 200°-210° C., while the pressure
  3. customwas slowly reduced to 19 mbar during the first 2 hours
  4. additionBleaching earth was then added to the reaction mixture
  5. filtrationfollowed by filtration under pressure at 90° C
  6. temperatureAfter cooling
  7. customwax-like mass (dropping point 55.1° C.; acid number 2.3; saponification number 281.5; hydroxyl number 24.9)

Sources & evidence

ORD record
ord-05310b1e4cd6484fb3ae50bc8e977944
Source dataset
uspto-grants-1993_08
Patent number
US05232967

Reaction notes

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