Diethyl Ether → HCID 23674581, compound

HRID 2418155Notes

Reaction equation

HRID 2418155 reaction equation
[C:1]([S:4][CH:5]([CH2:9][C:10](=[O:25])[C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)=[CH:13][CH:12]=1)[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2].[OH-].[Na+:27].C(OCC)C>C(O)C>[C:1]([S:4][CH:5]([CH2:9][C:10](=[O:25])[C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)=[CH:13][CH:12]=1)[C:6]([O-:8])=[O:7])(=[O:3])[CH3:2].[Na+:27]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 13276508HCID 13276508, compound

Product 1

HCID 23674581HCID 23674581, compoundYield 799.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

3.58 g of 2-acetylthio-3-[4-(4-methylphenoxy)benzoyl]-propionic acid were dissolved in 50 ml of ethanol, then a solution of 0.04 g of sodium hydroxide in 10 ml of ethanol was added dropwise, under ice-cooling and with stirring. The mixture was stirred at the same temperature for a further one hour. 20 ml of diethyl ether were added to the reaction mixture and the precipitate was collected by filtration, then washed with diethyl ether, to give 3.04 g of sodium 2-acetylthio-3-[4-(4-methylphenoxy)benzoyl]propionate.

Workup

  1. temperaturecooling
  2. stirringThe mixture was stirred at the same temperature for a further one hour
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with diethyl ether

Sources & evidence

ORD record
ord-ce33c398b9c24622bdba6c0844c6d1af
Source dataset
uspto-grants-1984_09
Patent number
US04472316

Reaction notes

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