Sodium Hydroxide → HCID 178449939, compound

HRID 703282Notes

Reaction equation

HRID 703282 reaction equation
[C:1]([CH:6]1[C:11](=[O:12])[CH2:10][CH:9]([CH2:13][CH2:14][S:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][N:17]=2)[CH2:8][C:7]1=[O:26])(=O)[CH2:2][CH2:3][CH3:4].Cl.[CH2:28]([O:30][NH2:31])[CH3:29].[OH-].[Na+]>C(O)C.O>[CH2:28]([O:30][NH:31][C:1](=[C:6]1[C:11](=[O:12])[CH2:10][CH:9]([CH2:13][CH2:14][S:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:24])([F:25])[F:23])=[CH:18][N:17]=2)[CH2:8][C:7]1=[O:26])[CH2:2][CH2:3][CH3:4])[CH3:29]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 76850O-ethylhydroxylamine hydrochlorideHCID 15017461HCID 15017461, compound

Product 1

HCID 178449939HCID 178449939, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

0.6 Gram of 2-butyryl-5-[2-(5-trifluoromethyl-2-pyridylthio)ethyl]cyclohexane-1,3-dione was dissolved in a mixed solvent of 10 ml of ethanol and 1 ml of water, and 0.2 g of ethoxyamine hydrochloride and 0.07 g of sodium hydroxide were added to the resulting solution which was then stirred at room temperature for 2.5 hours. The reaction solution was poured into water, weakly acidified and extracted with ethyl acetate. After removing ethyl acetate, the residue was purified by thin layer chromatography (eluent, hexane:ethyl acetate=5:1) to obtain 0.45 g of 2-(1-ethoxyaminobutylidene)-5-[2-(5-trifluoromethyl-2-pyridylthio)-ethyl]cyclohexane-1,3-dione.

Workup

  1. additionwere added to the resulting solution which
  2. extractionextracted with ethyl acetate
  3. customAfter removing ethyl acetate
  4. customthe residue was purified by thin layer chromatography (eluent, hexane:ethyl acetate=5:1)

Sources & evidence

ORD record
ord-910b75f2fc584de49e6e0a519f208b36
Source dataset
uspto-grants-1991_01
Patent number
US04981971

Reaction notes

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