Acetic Anhydride → HCID 54219628, compound

HRID 1647458Notes

Reaction equation

HRID 1647458 reaction equation
[C:1]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:5])[CH:2]([CH3:4])[CH3:3].[CH:12](OCC)(OCC)[O:13][CH2:14][CH3:15].C(OC(=O)C)(=O)C>>[C:1]([C:6](=[CH:12][O:13][CH2:14][CH3:15])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:5])[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 81583Ethyl isobutyrylacetate

Product 1

HCID 54219628HCID 54219628, compound

Procedure

A mixture of ethyl isobutyrylacetate (60.5 g, 0.38 mol), triethyl orthoformate (126 ml, 0.76 mol) and acetic anhydride (36 ml, 0.38 mol) was heated at reflux for 24 hours, then the volatile components removed in vacuo, finally at 100°/0.5 mm. The residue consisted mainly of ethyl 2-isobutyryl-3-ethoxyacrylate as a mixture of E/Z isomers, and was used without further purification.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 24 hours
  3. customthe volatile components removed in vacuo, finally at 100°/0.5 mm
  4. additionThe residue consisted mainly of ethyl 2-isobutyryl-3-ethoxyacrylate as a mixture of E/Z isomers
  5. customwas used without further purification

Sources & evidence

ORD record
ord-493f52efaf10444a9e990b8912ad7397
Source dataset
uspto-grants-1995_07
Patent number
US05432182

Reaction notes

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