Adipic Acid → HCID 86747071, compound

HRID 2253832Notes

Reaction equation

HRID 2253832 reaction equation
[OH:1][CH2:2][CH:3]([CH2:5][OH:6])[OH:4].[C:7]([OH:16])(=[O:15])[CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13].[C:17]([OH:36])(=[O:35])[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].OP(O)=O>>[C:17]([OH:36])(=[O:35])[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].[C:7]([OH:16])(=[O:15])[CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13].[OH:1][CH2:2][CH:3]([CH2:5][OH:6])[OH:4]

Participants

6

Reactant 5

HCID 196Adipic AcidHCID 407Phosphonic acidHCID 753GlycerolHCID 5281Stearic AcidHCID 5352426Tin atom

Product 1

HCID 86747071HCID 86747071, compound

Procedure

88 g (0.96 mole) glycerol, 121 g (0.83 mole) adipic acid, 290 g (1.07 mole) technical stearic acid, 0.5 g tin powder and 0.5 g H3PO3 were heated for 4.5 hours to 200°-210° C., initially under normal pressure. After 30 minutes' heating, a slight vacuum was applied; in the course of the next 2 hours, the pressure was reduced to 13 mbar and thereafter was kept at that value for 2 hours. After the addition of bleaching earth, the yellowish, clear reaction mixture was subjected to pressure filtration at 90° C. After cooling, the glycerol adipate stearate (8:7:9) (material H; 403 g) was present as a whitish, wax-like mass (dropping point 40.8° C.; acid number 7.1; saponification number 340.1; hydroxyl number 25.1).

Workup

  1. temperatureAfter 30 minutes' heating
  2. customin the course of the next 2 hours
  3. additionAfter the addition
  4. filtrationthe yellowish, clear reaction mixture was subjected to pressure filtration at 90° C
  5. temperatureAfter cooling
  6. customwax-like mass (dropping point 40.8° C.; acid number 7.1; saponification number 340.1; hydroxyl number 25.1)

Sources & evidence

ORD record
ord-bfb1d1b228f44c709cc69b2787cda8d3
Source dataset
uspto-grants-1993_08
Patent number
US05232967

Reaction notes

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