Propionic Acid → HCID 86653831, compound

HRID 1913996Notes

Reaction equation

HRID 1913996 reaction equation
[CH2:1]([CH:3]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:4][O:5][C:6](=[O:27])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]([OH:26])[CH:15]([OH:25])[CH2:16][CH:17]([OH:24])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH3:2].C(O[C:37](=O)[CH2:38][CH3:39])(=O)CC.[CH3:41][C:42]1[CH:47]=CN=C(N)C=1C.[C:50](O)(=O)[CH2:51][CH3:52]>C1(C)C(C)=CC=CC=1>[CH2:1]([CH:3]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:4][O:5][C:6](=[O:27])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]([O:26][CH2:39][CH2:38][CH3:37])[CH:15]([O:25][CH2:50][CH2:51][CH3:52])[CH2:16][CH:17]([O:24][CH2:41][CH2:42][CH3:47])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH3:2]

Participants

6

Reactant 4

HCID 1032Propionic AcidHCID 31263Propionic anhydride2×HCID 110078842-Amino-3,4-dimethylpyridineHCID 86653832HCID 86653832, compound

Product 1

HCID 86653831HCID 86653831, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Conditions

Temperature
180 °C

Procedure

9,10,12-Tri hydroxy octadecanoic acid 2-ethylhexyl ester rich fatty acid 2-ethylhexyl esters (150 g) as prepared in example 9 was taken in one lit R.B. flask and to this propanoic anhydride (257 g), dimethyl amino pyridine (150 mg) and xylene (100 ml) were added and the contents stirred magnetically at 180° C. for 6 hr. The course of the reaction was monitored by TLC. After completion of the reaction xylene and unconverted propanoic anhydride and propanoic acid were distilled under reduced pressure and the residue was taken in ethyl acetate. The ethyl acetate extract was washed with distilled water and passed through anhydrous sodium sulphate and concentrated under vacuum to recover the product (257 g). The product had an A.V. of 0.9, H.V. of 1.5 and I.V. of 5.0. The product was evaluated for viscosity, viscosity index (V.I.), pour point, flash point and copper strip corrosion and the data is provided in the following table.

Workup

  1. distillationwere distilled under reduced pressure
  2. extractionThe ethyl acetate extract
  3. washwas washed with distilled water
  4. concentrationconcentrated under vacuum
  5. customto recover the product (257 g)
  6. additionpour point, flash point and copper strip corrosion
  7. customthe data is provided in the following table

Sources & evidence

ORD record
ord-24a5ef99e8624c9f9dcb59306d1376ee
Source dataset
uspto-grants-2013_12
Patent number
US08609876B2

Reaction notes

Loading…