Resorcinol → 3-Isopropylphenol

HRID 1680375Notes

Reaction equation

HRID 1680375 reaction equation
C1(C=CC=C(O)C=1)O.C(C1C=C(C=CC=1)C(O)(C)C)(C)C.C(C1C=C(C=CC=1)C(O)(C)C)(=O)C.[C:35]([C:38]1[CH:39]=[C:40]([OH:44])[CH:41]=[CH:42][CH:43]=1)([CH3:37])=[CH2:36].C(C1C=C(C(=O)C)C=CC=1)(C)=C.C(C1C=C(C(C)C)C=CC=1)(C)=C>CC(C)=O>[CH:35]([C:38]1[CH:39]=[C:40]([OH:44])[CH:41]=[CH:42][CH:43]=1)([CH3:37])[CH3:36]

Participants

8

Reactant 6

HCID 5054ResorcinolHCID 26939alpha,alpha-Dimethyl-3-(1-methylethyl)benzenemethanolHCID 1369071-(1-Methylethenyl)-3-(1-methylethyl)benzeneHCID 135314191-(3-(1-Hydroxy-1-methylethyl)phenyl)ethanoneHCID 135361543-(Prop-1-en-2-yl)phenolHCID 135746851-(3-(Prop-1-en-2-yl)phenyl)ethan-1-one

Product 1

HCID 120593-Isopropylphenol

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The reaction mixture formed by the acid-decomposition contains not only resorcin, acetone and the inert solvent used but also various by-products, for example, carbinols such as m-isopropyl-α,α-dimethylbenzyl alcohol, m-acetyl-α,α-dimethylbenzyl alcohol and m-hydroxy-α,α-dimethylbenzyl alcohol, olefins such as m-isopropenylphenol, m-isopropenylacetophenone and m-isopropenylcumene, peroxides which are estimated to have been formed by condensation reaction between carbinols or olefins and hydroperoxides, m-isopropylphenol, m-hydroxyacetophenone, and high-boiling-point condensates.

Workup

  1. customThe reaction mixture formed by the acid-decomposition

Sources & evidence

ORD record
ord-d15bd9b88d374309b04d2b44561763e1
Source dataset
uspto-grants-1981_06
Patent number
US04273623

Reaction notes

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