Hydrochloric Acid → Trihydroxystearic Acid Ethyl Ester

HRID 426932Notes

Reaction equation

HRID 426932 reaction equation
[OH:1][C:2]([OH:23])([OH:22])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20].Cl.[CH2:25](O)[CH3:26]>>[CH2:25]([O:20][C:19](=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]([OH:1])([OH:22])[OH:23])[CH3:26]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 5717298618,18,18-Trihydroxyoctadecanoic acid

Product 1

HCID 131711646Trihydroxystearic Acid Ethyl Ester

Procedure

3 kg of trihydroxystearic acid are suspended in 10 l of absolute ethanol. Hydrogen chloride gas is slowly introduced at room temperature whilst stirring, until the acid has almost completely dissolved. The alcoholic ester solutionh is freed of a slight residue by filtration; thereafter the ester is precipitated by pouring the alcoholic solution into a 10-fold volume of water. The ester is filtered off and dried. The excess ethanol is recovered from the filtrate by distillation.

Workup

  1. dissolutionhas almost completely dissolved
  2. filtrationThe alcoholic ester solutionh is freed of a slight residue by filtration
  3. customthereafter the ester is precipitated
  4. additionby pouring the alcoholic solution into a 10-fold volume of water
  5. filtrationThe ester is filtered off
  6. customdried
  7. distillationThe excess ethanol is recovered from the filtrate by distillation

Sources & evidence

ORD record
ord-52b2c5adebad4b888d5406000db7d61f
Source dataset
uspto-grants-1979_10
Patent number
US04172123

Reaction notes

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