Phenol → 2-Isopropylphenol

HRID 905372Notes

Reaction equation

HRID 905372 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]=[CH:9][CH3:10].B(F)(F)F>F>[CH:9]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[OH:7])([CH3:10])[CH3:8]

Participants

5

Reactant 3

HCID 996PhenolHCID 6356Boron trifluorideHCID 8252Propylene

Product 1

HCID 69432-IsopropylphenolYield 59%

Reagents, catalysts & solvents 1

HCID 14917Hydrofluoric AcidSolvent

Procedure

9.4 g (0.1 mol) phenol is dissolved in 100 ml of anhydrous hydrogen fluoride and while keeping the solution at about 0° C., 2 g (0.05 mol) propylene was introduced and stirring continued for 15 minutes. The reaction mixture is then saturated with boron trifluoride and heated to 100° C. for 30 minutes. After workup, 59% isopropylphenol is obtained, containing 99% meta isomer, together with 31% phenol and some diisopropylphenols.

Workup

  1. customat about 0° C.

Sources & evidence

ORD record
ord-782f7acc72ee40a8bc832d32103ae732
Source dataset
uspto-grants-1983_12
Patent number
US04423254

Reaction notes

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