O-Xylene → 3'-Allyl-4'-hydroxyacetophenone

HRID 1596715Notes

Reaction equation

HRID 1596715 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])[CH3:12])=[CH:7][CH:6]=1)C=C.[C:14]1(C)[C:15](C)=CC=C[CH:19]=1>>[CH2:15]([C:10]1[CH:9]=[C:8]([C:11](=[O:13])[CH3:12])[CH:7]=[CH:6][C:5]=1[OH:4])[CH:14]=[CH2:19]

Participants

3

Reactant 2

HCID 7237O-XyleneHCID 959691-(4-(2-Propen-1-yloxy)phenyl)ethanone

Product 1

HCID 2596533'-Allyl-4'-hydroxyacetophenone

Procedure

A solution of 4′-allyloxyacetophenone (6.0 g, 34.1 mmol) in 10 mL xylene is introduced into a thick walled pyrex tube, which is sealed with a teflon cap. After heating to 230° for 5 hours, the solution is cooled to 0°. The precipitated white solid is filtered and the solid is washed with cold toluene and hexane to yield 3′-allyl-4′-hydroxyacetophenone.

Workup

  1. customcap
  2. temperatureAfter heating to 230° for 5 hours
  3. temperaturethe solution is cooled to 0°
  4. filtrationThe precipitated white solid is filtered
  5. washthe solid is washed with cold toluene and hexane

Sources & evidence

ORD record
ord-7c14d7fb89be4e848c0660ac64314175
Source dataset
uspto-grants-2001_09
Patent number
US06291530B1

Reaction notes

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