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

HRID 556738Notes

Reaction equation

HRID 556738 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-5c461b7df70d40b1a5e16f14447e9a27
Source dataset
uspto-grants-2011_11
Patent number
US08058308B2

Reaction notes

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