Hydrochloric Acid → HCID 178449936, compound

HRID 1413315Notes

Reaction equation

HRID 1413315 reaction equation
[C:1]([CH:6]1[C:11](=[O:12])[CH2:10][CH:9]([CH2:13][CH:14]([S:16][CH2:17][CH3:18])[CH3:15])[CH2:8][C:7]1=[O:19])(=O)[CH2:2][CH2:3][CH3:4].[CH2:20]([O:22][NH2:23])[CH3:21].Cl>C(O)C>[CH2:20]([O:22][NH:23][C:1](=[C:6]1[C:11](=[O:12])[CH2:10][CH:9]([CH2:13][CH:14]([S:16][CH2:17][CH3:18])[CH3:15])[CH2:8][C:7]1=[O:19])[CH2:2][CH2:3][CH3:4])[CH3:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 69357Hydroxylamine, O-ethyl-HCID 28347542-Butyryl-5-[2-(ethylthio)propyl]-1,3-cyclohexanedione

Product 1

HCID 178449936HCID 178449936, compoundYield 68.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.7 g of 2-butyryl-5-(2-ethylthiopropyl)-cyclohexane-1,3-dione was dissolved in 20 ml of ethanol, 1.4 g of ethoxyamine was added thereto, and the resulting solution was stirred at room temperature for 5 hours. After pouring the reaction solution into ice-cold water and acidifing the mixture with hydrochloric acid, the mixture was extracted with chloroform. The chloroform solution was washed with water, dried over anhydrous magnesium sulfate, and the removal of chloroform by distillation under reduced pressure gave 4.5 g of the desired product as colorless oily material. nD27.5 1.5229

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe chloroform solution was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe removal of chloroform
  5. distillationby distillation under reduced pressure

Sources & evidence

ORD record
ord-740f8df4802240a69729edb48a78bdc9
Source dataset
uspto-grants-1981_02
Patent number
US04249937

Reaction notes

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