Aluminum(III) Chloride → 1-(4-Chloro-2-hydroxyphenyl)ethanone

HRID 549457Notes

Reaction equation

HRID 549457 reaction equation
[OH:1][C:2]1[CH:7]=[C:6](OC(C(OCC)=O)(C)C)[CH:5]=[CH:4][C:3]=1[C:17](=[O:19])[CH3:18].[Cl-:20].[Al+3].[Cl-].[Cl-]>>[Cl:20][C:6]1[CH:5]=[CH:4][C:3]([C:17](=[O:19])[CH3:18])=[C:2]([OH:1])[CH:7]=1

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 577628812'-Hydroxy-4'-(ethoxycarbonyldimethylmethoxy)acetophenone2×

Product 1

HCID 10515131-(4-Chloro-2-hydroxyphenyl)ethanone

Conditions

Temperature
200 °C

Procedure

3-chlorophenyl acetate (starting material 2) was mixed with aluminium chloride (3 eq). The mixture was heated at 200° C. for 1 hour. The reaction medium was cooled to room temperature then poured in ice. The aqueous phase was extracted with methylene chloride which was dried on magnesium sulfate then vacuum evaporated.

Workup

  1. temperatureThe reaction medium was cooled to room temperature
  2. additionthen poured in ice
  3. extractionThe aqueous phase was extracted with methylene chloride which
  4. customwas dried on magnesium sulfate
  5. customvacuum evaporated

Sources & evidence

ORD record
ord-c01cf8aa112745eaa00ad96efa46aecc
Source dataset
uspto-grants-2011_05
Patent number
US07943661B2

Reaction notes

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