Hydrochloric Acid → 4-(2-Thienyl)-4-oxobutyric acid oxime

HRID 262409Notes

Reaction equation

HRID 262409 reaction equation
Cl.[NH2:2][OH:3].[OH-].[Na+].[S:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[C:11](=[O:17])[CH2:12][CH2:13][C:14](O)=[O:15].Cl>O>[S:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[C:11](=[O:17])[CH2:12][CH2:13][C:14](=[N:2][OH:3])[OH:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 783853-(2-Thenoyl)propionic acidHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 1785207014-(2-Thienyl)-4-oxobutyric acid oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 22.6 g. of hydroxylamine hydrochloride and 26 g. of NaOH in 300 ml. of water is stirred and 30 g. of 4-(2-thienyl)-4-oxobutyric acid is added to afford a clear yellow solution. The mixture is stirred for two hours at room temperature and acidified with 3N HCl to pH 2 to give a white precipitate. After stirring an additional half hour, the mixture is cooled in ice and filtered. The filter cake is washed with water and dried to afford the title compound, m.p. 133°-138° C.

Workup

  1. additionA mixture of 22.6 g
  2. customto afford a clear yellow solution
  3. customto give a white precipitate
  4. stirringAfter stirring an additional half hour
  5. temperaturethe mixture is cooled in ice
  6. filtrationfiltered
  7. washThe filter cake is washed with water
  8. customdried

Sources & evidence

ORD record
ord-0b5b7ffc77e843b4b9ffff6d8d6fc71c
Source dataset
uspto-grants-1979_05
Patent number
US04154740

Reaction notes

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