Ethanone, 1-(2,4,6-trimethylphenyl)- → 2-Bromo-1-mesitylethanone

HRID 128685

Reaction equation

HRID 128685 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[C:10](=[O:12])[CH3:11].[Br:13]Br>C(O)(=O)C>[Br:13][CH2:11][C:10]([C:3]1[C:4]([CH3:9])=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=1[CH3:1])=[O:12]

Participants

4

Reactant 2

HCID 15461Ethanone, 1-(2,4,6-trimethylphenyl)-HCID 24408Bromine

Product 1

HCID 2194802-Bromo-1-mesitylethanone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Dissolve 0.3 mol of 1-(2,4,6-trimethylphenyl)-1-ethanone in 200 ml of glacial acetic acid, and add 31.8 g of bromine dropwise while maintaining the reaction medium at a temperature below 10° C. When the addition is complete, allow the reaction medium to return to room temperature and leave at this temperature for 2 hours. Then pour the reaction medium into 500 ml of ice-cold water and extract the aqueous phase with ethyl ether. Wash the organic extracts with saturated aqueous sodium bicarbonate solution and then with salt water, and dry over anhydrous magnesium sulphate.

Workup

  1. temperaturewhile maintaining the reaction medium at a temperature below 10° C
  2. additionWhen the addition
  3. customto return to room temperature
  4. customleave at this temperature for 2 hours
  5. extractionextract the aqueous phase with ethyl ether
  6. washWash the organic extracts with saturated aqueous sodium bicarbonate solution
  7. dry with materialwith salt water, and dry over anhydrous magnesium sulphate

Sources & evidence

ORD record
ord-1d73ba4322e04fd2a72493a5e232af53
Source dataset
uspto-grants-1995_11
Patent number
US05464847

Linked notes

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