3,5-Dimethylphenol → Phenyl 3,5-xylyl ether

HRID 1751934Notes

Reaction equation

HRID 1751934 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.Br[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH3:8][C:6]1[CH:5]=[C:4]([O:9][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:3]=[C:2]([CH3:1])[CH:7]=1

Participants

3

Reactant 2

HCID 79483,5-DimethylphenolHCID 7961Bromobenzene

Product 1

HCID 117541Phenyl 3,5-xylyl etherYield 98%

Procedure

Following General Procedure A (90° C., 30 hours), 3,5-dimethyl phenol (183 mg, 1.5 mmol) is coupled with bromo-benzene (106 μL, 1.0 mmol) to give 98% 1,3-dimethyl-5-phenoxybenzene.

Sources & evidence

ORD record
ord-dee4620fcda145758095c1379d0ca125
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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