Acetyl chloride → 1-(4-Bromo-2-hydroxy-5-methylphenyl)ethan-1-one

HRID 2204680Notes

Reaction equation

HRID 2204680 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[CH3:8].[C:10](Cl)(=[O:12])[CH3:11].[Cl-].[Al+3].[Cl-].[Cl-]>>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:10](=[O:12])[CH3:11])=[C:4]([OH:9])[CH:3]=1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 103079133-Bromo-4-methylphenol

Product 1

HCID 425530931-(4-Bromo-2-hydroxy-5-methylphenyl)ethan-1-one

Conditions

Temperature
60 °C

Procedure

To 3-bromo-4-methylphenol (2 g, 10.69 mmol) was added acetyl chloride (0.80 ml, 11.23 mmol). The mixture was heated at 60° C. for one hour, cooled and aluminium chloride (1.426 g, 10.69 mmol) was added. The mixture was heated at 180° C. for 40 minutes, cooled and quenched by stirring with 5N HCl (20 ml) for 20 minutes. The solid was filtered to yield the title compound as a brown solid. 2.45 g.

Workup

  1. temperaturecooled
  2. temperatureThe mixture was heated at 180° C. for 40 minutes
  3. temperaturecooled
  4. customquenched
  5. filtrationThe solid was filtered

Sources & evidence

ORD record
ord-a170c8be1465476e84681c2796551867
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

Loading…