4'-Hydroxyacetophenone → HCID 86718848, compound

HRID 2283150Notes

Reaction equation

HRID 2283150 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:17][C:18]([F:32])([F:31])[C:19]([F:30])([F:29])[C:20]([F:28])([F:27])[O:21][C:22]([F:26])=[C:23]([F:25])[F:24].C(C1C=CC=C(OC(F)(F)C(F)OC(F)(F)C(F)(OC(F)(F)C(F)(F)C(F)(F)F)C(F)(F)F)C=1)#C>O1CCCC1>[F:25][C:23]([F:24])([O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1)[CH:22]([F:26])[O:21][C:20]([F:27])([F:28])[C:19]([F:29])([F:30])[C:18]([F:17])([F:31])[F:32]

Participants

6

Reactant 4

HCID 74694'-HydroxyacetophenoneHCID 11430Potassium CarbonateHCID 15388Perfluoro propyl vinyl etherHCID 86718847HCID 86718847, compound

Product 1

HCID 86718848HCID 86718848, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In the dry box, tetrahydrofuran (50 mL) and 1-(4-hydroxyphenyl)ethanone (0.68 g, 0.005 mol) were added to a round bottom flask equipped with a stirrer. Potassium carbonate (0.175 g, 0.00126 mol) was then added to the flask. 1,1,1,2,2,3,3-heptafluoro-3-((1,2,2-trifluorovinyl)oxy)propane (1.99 g, 0.0075 mol) was then added via the addition funnel and the reaction was placed in an oil bath and heated to a gentle reflux for 5.5 hours. The content was analyzed by proton NMR and shown to be 1-ethynyl-3-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)benzene.

Workup

  1. customequipped with a stirrer
  2. customthe reaction was placed in an oil bath
  3. temperatureheated to
  4. temperaturea gentle reflux for 5.5 hours

Sources & evidence

ORD record
ord-1aa44e8d6c6f4c469c97eb084bef1dee
Source dataset
uspto-grants-2015_09
Patent number
US09145356B2

Reaction notes

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