Acetic Anhydride → Ethyl 2-butyryl-3-ethoxyacrylate

HRID 128607

Reaction equation

HRID 128607 reaction equation
[C:1]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:5])[CH2:2][CH2:3][CH3:4].[C:12]([O:15][C:16](=O)C)(=O)[CH3:13].C(OC(OCC)OCC)C>>[CH2:12]([O:15][CH:16]=[C:6]([C:1](=[O:5])[CH2:2][CH2:3][CH3:4])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:13]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 238498Ethyl 3-oxohexanoate

Product 1

HCID 3359484Ethyl 2-butyryl-3-ethoxyacrylate

Procedure

A mixture of ethyl butyrylacetate (105.1 g), acetic anhydride (126 ml) and triethylorthoformate (117 ml) was stirred and boiled under reflux for 1.5 hours. The low boiling materials were distilled off under reduced pressure and the residue distilled under high vacuum to give ethyl 2-(ethoxymethylene)-3-oxohexanoate, b.p. 109°-120° C. (0.4 mmHg).

Workup

  1. temperatureunder reflux for 1.5 hours
  2. distillationThe low boiling materials were distilled off under reduced pressure
  3. distillationthe residue distilled under high vacuum

Sources & evidence

ORD record
ord-8469f7fe2b9a4676828fda6c5a3ef9f1
Source dataset
uspto-grants-1995_11
Patent number
US05464781

Linked notes

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