Acetic Anhydride → HCID 54219628, compound

HRID 1534476Notes

Reaction equation

HRID 1534476 reaction equation
[C:1]([C:6](=[CH2:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:5])[CH:2]([CH3:4])[CH3:3].[C:13](OC(=O)C)(=[O:15])[CH3:14]>>[C:1]([C:6](=[CH:12][O:15][CH2:13][CH3:14])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:5])[CH:2]([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 19867623HCID 19867623, compound

Product 1

HCID 54219628HCID 54219628, compound

Procedure

A mixture of ethyl isobutyrylacrylate (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-9644162b20bb44109a2691a7e2c3d5a7
Source dataset
uspto-grants-1992_02
Patent number
US05089504

Reaction notes

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