HCID 15611125, compound → HCID 15611126, compound

HRID 1253338Notes

Reaction equation

HRID 1253338 reaction equation
[C:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH:9]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:10]([O:12]CC)=[O:11])=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[OH:27])(=[O:3])[CH3:2]>O1CCOCC1.Cl>[C:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH:9]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:10]([OH:12])=[O:11])=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[OH:27])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 15611125HCID 15611125, compound

Product 1

HCID 15611126HCID 15611126, compoundYield 32.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 5 g of Ethyl 2-(4-acetyl-2-n-propyl-3-hydroxyphenoxy)-2-(4-chlorophenyl)acetate in 100 ml of dioxane and 15 ml of concentrated hydrochloric acid was refluxed for 70 hours. The reaction mixture was then cooled and concentrated in vacuum to give 2.6 g of the crude solid. The crude product was crystallized from EtOAc/hexane to give 1.5 g of the pure product, melting point 163°-164°.

Workup

  1. temperaturewas refluxed for 70 hours
  2. temperatureThe reaction mixture was then cooled
  3. concentrationconcentrated in vacuum
  4. customto give 2.6 g of the crude solid
  5. customThe crude product was crystallized from EtOAc/hexane

Sources & evidence

ORD record
ord-6b84ae6ed17347c89405376914081d72
Source dataset
uspto-grants-1988_05
Patent number
US04748272

Reaction notes

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