Hydrochloric Acid → HCID 178460139, compound

HRID 462381Notes

Reaction equation

HRID 462381 reaction equation
[C:1]([CH:5]1[C:10](=[O:11])[CH:9]([CH3:12])[CH:8]([CH2:13][CH:14]([S:16][CH2:17][CH3:18])[CH3:15])[CH2:7][C:6]1=[O:19])(=O)[CH2:2][CH3:3].[CH2:20]([O:23][NH2:24])[CH:21]=[CH2:22].Cl>C(O)C>[CH2:20]([O:23][NH:24][C:1](=[C:5]1[C:10](=[O:11])[CH:9]([CH3:12])[CH:8]([CH2:13][CH:14]([S:16][CH2:17][CH3:18])[CH3:15])[CH2:7][C:6]1=[O:19])[CH2:2][CH3:3])[CH:21]=[CH2:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 420841O-AllylhydroxylamineHCID 20398190HCID 20398190, compound

Product 1

HCID 178460139HCID 178460139, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

Into 10 ml of ethanol, 2.8 g of 2-propionyl-5-(2-ethylthiopropyl)-4-methylcyclohexane-1,3-dione was dissolved and 1 g of allyloxyamine was dropped thereto at 0° C. and the resulting solution was stirred at room temperature for 3 hours. After pouring the reaction solution into ice-cold water and acidifying the mixture with hydrochloric acid, the mixture was extracted with chloroform. The chloroform solution was washed with water and dried over anhydrous magnesium sulfate. The removal of chloroform by distillation under reduced pressure gave 2.9 g of the desired product as yellow oily material. Yield 86%, nD18.5 1.5389.

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-f98db976c2144dbf93fee6f8604599a8
Source dataset
uspto-grants-1985_05
Patent number
US04515729

Reaction notes

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