Acetic Acid → HCID 86745302, compound

HRID 1461202Notes

Reaction equation

HRID 1461202 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[C:22](OC(=O)C)(=[O:24])[CH3:23].S(=O)(=O)(O)O.II.[C:36](O)(=[O:38])[CH3:37]>>[CH3:1][O:2][C:3](=[O:21])[C:4]([C:36](=[O:38])[CH3:37])([C:22](=[O:24])[CH3:23])[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][CH2:19][CH3:20]

Participants

6

Reactant 5

HCID 176Acetic AcidHCID 807IodineHCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 5364509Methyl Oleate

Product 1

HCID 86745302HCID 86745302, compound

Procedure

6 Mol of an epoxidized oleic acid methyl ester (epoxide oxygen content: 4.61%) were stirred for 4 hours under vigorous reflux with 12 mol acetic anhydride, 10 mol % acetic acid and 1 mol % concentrated sulfuric acid. After neutralization with sodium methylate, the excess acetic anhydride was distilled off; the residue was distilled in a water jet vacuum (approx. 15 torr) up to 120° C. to remove volatile fractions of acetic anhydride. Precipitated salts were removed from the distillation residue by filtration. A brown clear liquid having the following analytical data was obtained: epoxide oxygen content 0.32%, OH value 2.6, saponification value 294.4, acid value 1.1, iodine value 14.7.

Workup

  1. distillationAfter neutralization with sodium methylate, the excess acetic anhydride was distilled off
  2. distillationthe residue was distilled in a water jet vacuum (approx. 15 torr) up to 120° C.
  3. customto remove volatile fractions of acetic anhydride
  4. customPrecipitated salts were removed from the distillation residue by filtration
  5. customwas obtained

Sources & evidence

ORD record
ord-994843ec17a9428887ba4a36e9be1aee
Source dataset
uspto-grants-1991_12
Patent number
US05075046

Reaction notes

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