Potassium Carbonate → HCID 69308917, compound

HRID 1880571Notes

Reaction equation

HRID 1880571 reaction equation
[F:1][C:2]([F:22])([F:21])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[C:12]([OH:20])[C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:6][CH:5]=1.Br[CH2:24][C:25]1[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[F:1][C:2]([F:21])([F:22])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:11]=[C:12]([O:20][CH2:24][C:25]3[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=3)[C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 256687Methyl 4-(bromomethyl)benzoateHCID 67486079HCID 67486079, compound

Product 1

HCID 69308917HCID 69308917, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

An acetone solution of 3-[4-(trifluoromethoxy)phenyl]-1-naphthol (50 mg, 0.166 mmol), methyl 4-(bromomethyl)benzoate (73 mg, 0.32 mmol) and K2CO3 (44 mg, 0.32 mmol) was heated at reflux until no starting material remained by HPLC analysis. The solution was concentrated and the residue purified by silica gel chromatography using a hexanes/ethyl acetate gradient to give the title compound. LCMS1 4.64 min. (M+H)=453

Workup

  1. temperatureat reflux until no starting material
  2. concentrationThe solution was concentrated
  3. customthe residue purified by silica gel chromatography

Sources & evidence

ORD record
ord-c6d6c1bcae6042eea81049776088cf9b
Source dataset
uspto-grants-2012_11
Patent number
US08318760B2

Reaction notes

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