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

HRID 425105Notes

Reaction equation

HRID 425105 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
  2. additionto room temperature then 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-d63a34b3f064470a8369c2b0156b97c1
Source dataset
uspto-grants-2012_01
Patent number
US08106097B2

Reaction notes

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