Ethyl Acrylate → HCID 58980622, compound

HRID 735801Notes

Reaction equation

HRID 735801 reaction equation
[C:1]([C:5]1O[C:7]([O:10]CC)=[CH:8][N:9]=1)([CH3:4])([CH3:3])[CH3:2].[C:13]([O:17][CH2:18][CH3:19])(=[O:16])[CH:14]=[CH2:15]>>[CH2:18]([O:17][C:13](=[O:16])[C:14]1[C:7]([OH:10])=[CH:8][N:9]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[CH:15]=1)[CH3:19]

Participants

3

Reactant 2

HCID 8821Ethyl AcrylateHCID 12634259HCID 12634259, compound

Product 1

HCID 58980622HCID 58980622, compoundYield 54%

Conditions

Temperature
100 °C

Procedure

2-tert-Butyl-5-ethoxy-oxazole (16.6 g, 98.1 mmol) was dissolved in freshly distilled ethyl acrylate (11.7 mL, 108 mmol). The solution was heated in a sealed tube to 100° C. for 24 h. Upon cooling, the remaining starting materials were distilled away from the product which was further purified by filtration through a plug of silica-gel (methylene chloride) and concentrated to provide 2-tert-butyl-5-hydroxy-isonicotinic acid ethyl ester (11.2 g, 54%) as a pale yellow oil.

Workup

  1. temperatureUpon cooling
  2. distillationthe remaining starting materials were distilled away from the product which
  3. filtrationwas further purified by filtration through a plug of silica-gel (methylene chloride)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-bf4556fcc9e6478a9c7803ac9089ef60
Source dataset
uspto-grants-2009_09
Patent number
US07592332B2

Reaction notes

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