HCID 15611127, compound → HCID 15611128, compound

HRID 1253339Notes

Reaction equation

HRID 1253339 reaction equation
[CH2:1]([C:4]1[C:24]([OH:25])=[C:23]([C:26](=[O:28])[CH3:27])[CH:22]=[CH:21][C:5]=1[O:6][CH:7]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=1)[C:8]([O:10]CC)=[O:9])[CH2:2][CH3:3]>O1CCOCC1.Cl>[CH2:1]([C:4]1[C:24]([OH:25])=[C:23]([C:26](=[O:28])[CH3:27])[CH:22]=[CH:21][C:5]=1[O:6][CH:7]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=1)[C:8]([OH:10])=[O:9])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 15611127HCID 15611127, compound

Product 1

HCID 15611128HCID 15611128, compoundYield 40.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4.8 g of Ethyl 2-(2-n-propyl-3-hydroxy-4-acetylphenoxy)-2-(3,4-dichlorophenyl)acetate in 100 ml of dioxane and 15 ml of concentrated hydrochloric acid was refluxed for 70 hours. The reaction mixture was then cooled, concentrated in vacuum to give 2.9 g of the crude solid, which was crystallized from hexane to give 1.8 g of pure product, melting point 177°-180° C.

Workup

  1. temperaturewas refluxed for 70 hours
  2. temperatureThe reaction mixture was then cooled
  3. concentrationconcentrated in vacuum
  4. customto give 2.9 g of the crude solid, which
  5. customwas crystallized from hexane

Sources & evidence

ORD record
ord-ba2bd71557264f588bc846338a213ed3
Source dataset
uspto-grants-1988_05
Patent number
US04748272

Reaction notes

Loading…