Sodium Chloride → HCID 66789463, compound

HRID 1406364Notes

Reaction equation

HRID 1406364 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7](F)=[CH:6][CH:5]=1)=[O:3].[F:11][CH:12]([F:21])[O:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].[Cl-].[Na+]>CS(C)=O>[F:11][CH:12]([F:21])[O:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:7]2[CH:8]=[CH:9][C:4]([C:2](=[O:3])[CH3:1])=[CH:5][CH:6]=2)=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 98284'-FluoroacetophenoneHCID 11430Potassium CarbonateHCID 27741244-(Difluoromethoxy)phenol

Product 1

HCID 66789463HCID 66789463, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 666 μL (5.52 mmol) of 4-fluoroacetophenone and 883 mg (5.52 mmol) of 4-(difluoromethoxy)phenol in 10 mL DMSO was combined with 1.91 g (13.78 mmol) of potassium carbonate and stirred overnight at 100° C. The reaction mixture was poured onto 250 mL semisaturated sodium chloride solution and extracted twice with tert-butylmethylether. The organic phase was dried and evaporated down. The residue was purified by chromatography (silica gel, petroleum ether/ethyl acetate).

Workup

  1. additionThe reaction mixture was poured onto 250 mL
  2. extractionextracted twice with tert-butylmethylether
  3. customThe organic phase was dried
  4. customevaporated down
  5. customThe residue was purified by chromatography (silica gel, petroleum ether/ethyl acetate)

Sources & evidence

ORD record
ord-e33063d3318348e599b49eac527a1bce
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

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