P-Cresol → 1-Methyl-4-[(3-methylbut-2-en-1-yl)oxy]benzene

HRID 263222Notes

Reaction equation

HRID 263222 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.[OH-].[Na+].CN(C)C=O.Br[CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20]>O>[CH3:8][C:3]1[CH:4]=[CH:5][C:6]([O:7][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])=[CH:1][CH:2]=1

Participants

6

Reactant 4

HCID 2879P-CresolHCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 700922-Butene, 1-bromo-3-methyl-

Product 1

HCID 133283331-Methyl-4-[(3-methylbut-2-en-1-yl)oxy]benzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of p-cresol and sodium hydroxide was stirred with dimethylformamide and water while 1-bromo-3-methylbut-2-ene (VII; R1 =R2 =CH3, Hal=Br) was added dropwise. The 1-(p-methylphenoxy-3-methylbut-2-ene was isolated as described under Example B(i).

Workup

  1. additionwas added dropwise

Sources & evidence

ORD record
ord-637b9a4275c943a18923b4ff2d83d024
Source dataset
uspto-grants-1979_05
Patent number
US04156725

Reaction notes

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