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

HRID 230571Notes

Reaction equation

HRID 230571 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-2dd3cc31c5c841f7bbcf611a0e989be6
Source dataset
uspto-grants-2009_07
Patent number
US07566737B2

Reaction notes

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