3-Methoxyphenol → HCID 54052515, compound

HRID 1416952Notes

Reaction equation

HRID 1416952 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.Br[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:12]=1>>[C:17]1([C:13]2[CH:12]=[C:11]([CH:16]=[CH:15][CH:14]=2)[O:9][C:5]2[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][CH:6]=2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 90073-MethoxyphenolHCID 164493-Bromobiphenyl

Product 1

HCID 54052515HCID 54052515, compound

Procedure

Under the Ullmann conditions used in Example 8, steps A and B, above, 13.3 g of 3-methoxyphenol (107 mmole) was condensed with 1-bromo-3-phenylbenzene, giving, after purifying over silica gel, (0-30% EtOAc in hexane gradient) 17.8 g (60%) of 3-(3-phenylphenoxy)anisole as a crystalline solid, melting at 41-42° C.

Workup

  1. customgiving
  2. customafter purifying over silica gel, (0-30% EtOAc in hexane gradient) 17.8 g (60%) of 3-(3-phenylphenoxy)anisole as a crystalline solid, melting at 41-42° C.

Sources & evidence

ORD record
ord-8bab97e5153a48eb86304a46b2de5bc5
Source dataset
uspto-grants-1999_06
Patent number
US05916922

Reaction notes

Loading…