1-Naphthol → 2-((1-Naphthalenyloxy)methyl)oxirane

HRID 1955175Notes

Reaction equation

HRID 1955175 reaction equation
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Cl[CH2:13][CH:14]1[CH2:16][O:15]1.C(=O)([O-])[O-].[K+].[K+]>CC(CC)=O>[C:1]1([O:11][CH2:13][CH:14]2[CH2:16][O:15]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 70051-NaphtholHCID 7835EpichlorohydrinHCID 11430Potassium Carbonate

Product 1

HCID 915212-((1-Naphthalenyloxy)methyl)oxirane

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 1-naphthyl alcohol, chloromethyloxirane, potassium carbonate and methylethylketone was heated at reflux for 5 hours to give 2-(1-naphthyloxy)methyloxirane. This intermediate was treated with 4-benzylpiperidine to give the title compound.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 5 hours

Sources & evidence

ORD record
ord-f771f3a637f144948efb0b41d8f8891a
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

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