HCID 54511907, compound → HCID 13276500, compound

HRID 2418149Notes

Reaction equation

HRID 2418149 reaction equation
[O:1]([C:8]1[CH:20]=[CH:19][C:11]([C:12]([CH:14]=[CH:15][C:16]([OH:18])=[O:17])=[O:13])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([OH:24])(=[S:23])[CH3:22]>C(OCC)C>[C:21]([S:23][CH:15]([CH2:14][C:12](=[O:13])[C:11]1[CH:19]=[CH:20][C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:9][CH:10]=1)[C:16]([OH:18])=[O:17])(=[O:24])[CH3:22]

Participants

4

Reactant 2

HCID 54511907HCID 54511907, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 13276500HCID 13276500, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2.68 g of 3-(4-phenoxybenzoyl)acrylic acid were dissolved in 30 ml of diethyl ether, then 0.8 ml of thioacetic acid was added, and the mixture was stirred for 5 hours. After the diethyl ether was distilled off under reduced pressure, the residue was purified first by silica gel chromatography, eluted with a mixture of hexane and dichloromethane, then by recrystallization from a mixture of hexane and dichloromethane to give 2.96 g of 2-acetylthio-3-(4-phenoxybenzoyl)propionic acid.

Workup

  1. distillationAfter the diethyl ether was distilled off under reduced pressure
  2. customthe residue was purified first by silica gel chromatography
  3. washeluted with a mixture of hexane and dichloromethane
  4. customby recrystallization
  5. additionfrom a mixture of hexane and dichloromethane

Sources & evidence

ORD record
ord-9b98eeff0d0545a0b130bee6569c5d87
Source dataset
uspto-grants-1984_09
Patent number
US04472316

Reaction notes

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