Hydrochloric Acid → HCID 23317061, compound

HRID 615726Notes

Reaction equation

HRID 615726 reaction equation
[OH-].[Ba+2].[OH-].[C:4]([CH:7]([C:13]([CH3:22])([CH3:21])[CH:14](Cl)[CH2:15][C:16]([Cl:19])([Cl:18])[Cl:17])[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:6])[CH3:5].Cl>C(O)C>[C:4]([C:7]1([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:13]([CH3:22])([CH3:21])[CH:14]1[CH2:15][C:16]([Cl:19])([Cl:18])[Cl:17])(=[O:6])[CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6093286Barium hydroxideHCID 13646833Ethyl 2-acetyl-4,6,6,6-tetrachloro-3,3-dimethylhexanoate

Product 1

HCID 23317061HCID 23317061, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Anhydrous barium hydroxide (0.86 g) was added to 10 ml of absolute ethanol, and 1.76 g of ethyl 2-acetyl-4,6,6,6-tetrachloro-3,3-dimethylhexanoate was then added thereto, while the reaction mixture was cooled with ice. After stirring at room temperature for 2 hours, the mixture was rendered neutral with an ethereal hydrogen chloride, while cooled with ice, the solvent was distilled off. The resulting residue was dissolved in diethyl ether, and the solution was washed successively with water, aqueous sodium bicarbonate, and aqueous sodium chloride and dried over anhydrous magnesium sulfate. The solvent ws distilled off, and the residue was purified by column chromatography (silica gel-benzene) to give 1.3 g (82% yield) of ethyl 1-acetyl-2-(2,2,2-trichloroethyl)-3,3-dimethylcyclopropanecarboxylate.

Workup

  1. additionwas then added
  2. temperaturewhile the reaction mixture was cooled with ice
  3. temperaturewhile cooled with ice
  4. distillationthe solvent was distilled off
  5. dissolutionThe resulting residue was dissolved in diethyl ether
  6. washthe solution was washed successively with water, aqueous sodium bicarbonate, and aqueous sodium chloride
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationThe solvent ws distilled off
  9. customthe residue was purified by column chromatography (silica gel-benzene)

Sources & evidence

ORD record
ord-20cdf1670a654fd19a3c27d33cbda33c
Source dataset
uspto-grants-1985_02
Patent number
US04500733

Reaction notes

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