2-Naphthol → HCID 14797536, compound

HRID 855966Notes

Reaction equation

HRID 855966 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].Cl[CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15].C(=O)([O-])[O-].[K+].[K+]>C(O)CC(C)C.Cl[Cu]>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:14](=[O:15])[CH3:13]

Participants

6

Reactant 3

HCID 86632-NaphtholHCID 107572-ChloroacetophenoneHCID 11430Potassium Carbonate

Product 1

HCID 14797536HCID 14797536, compound

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 31260Isoamyl AlcoholSolvent

Procedure

A mixture of 2-naphthol (0.035 mole), 2-chloroacetophenone (0.026 mole), potassium carbonate (0.040 mole) and CuCl (100 mg) in isoamyl alcohol (3 ml) was refluxed overnight. Then the reaction mixture was filtered and the precipitate was washed a few times with ethyl acetate and then the filtrate was washed with a 10% aqueous sodium hydroxide solution and water. The solvent was removed by evaporation under reduced pressure and the residue was distilled under high vacuum to give a pure product in the form of a light yellow liquid.

Workup

  1. temperaturewas refluxed overnight
  2. filtrationThen the reaction mixture was filtered
  3. washthe precipitate was washed a few times with ethyl acetate
  4. washthe filtrate was washed with a 10% aqueous sodium hydroxide solution and water
  5. customThe solvent was removed by evaporation under reduced pressure
  6. distillationthe residue was distilled under high vacuum
  7. customto give a pure product in the form of a light yellow liquid

Sources & evidence

ORD record
ord-2a8952b60fc742ff9440d3cd6b0dec45
Source dataset
uspto-grants-2007_08
Patent number
US07262309B2

Reaction notes

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