2-Bromo-6-methoxynaphthalene → 2-Methoxy-6-(3-methoxyphenyl)naphthalene

HRID 1035601Notes

Reaction equation

HRID 1035601 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=2)[CH:3]=1.[CH3:14][O:15][C:16]1[CH:17]=[C:18](OB(O)O)[CH:19]=[CH:20][CH:21]=1>>[CH3:13][O:12][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([C:20]3[CH:19]=[CH:18][CH:17]=[C:16]([O:15][CH3:14])[CH:21]=3)[CH:3]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 787862-Bromo-6-methoxynaphthaleneHCID 221738233-Methoxyphenylboric acid

Product 1

HCID 114028342-Methoxy-6-(3-methoxyphenyl)naphthaleneYield 81%

Procedure

The compound is prepared by the reaction of 2-bromo-6-methoxynaphthalene (500 mg, 2.11 mmol, 1 eq) with 3-methoxyphenylboric acid (321 mg, 2.11 mmol, 1 eq) according to method A within 22 h. Purification by column chromatography with a mixture of hexane/ethyl acetate 9/1 yields the desired product in a yield of 81% (451 mg).

Workup

  1. customPurification by column chromatography
  2. additionwith a mixture of hexane/ethyl acetate 9/1

Sources & evidence

ORD record
ord-9be0a7f78f0243268f34cab5871ef664
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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