1,2,3-Trimethylbenzene → HCID 18792603, compound

HRID 357669Notes

Reaction equation

HRID 357669 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH3:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:7]=1[CH3:13].Br[C:15]([CH3:20])([CH3:19])[C:16](Br)=[O:17]>C(Cl)Cl>[CH3:19][CH:15]1[CH2:20][C:10]2[C:11](=[C:6]([CH3:5])[C:7]([CH3:13])=[C:8]([CH3:12])[CH:9]=2)[C:16]1=[O:17]

Participants

5

Reactant 3

HCID 106861,2,3-TrimethylbenzeneHCID 886852-Bromo-2-methylpropionyl bromideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 18792603HCID 18792603, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

17.3 g (125 mmol) of AlCl3 were added to a solution of 6.01 g (50 mmol) of 1,2,3-trimethylbenzene in 30 ml of analytical grade methylene chloride, while cooling with ice. 11.9 g (52 mmol) of 2-bromoisobutyryl bromide were then added rapidly, and stirring was continued at 0° C. for 1 hour and at room temperature for 2 hours. The mixture was kept at room temperature for a further 15 hours and then worked up analogously to Example A. The crude product was purified by distillation (0.05 mm Hg/96°-107° C.). The yield was 8.1 g (86%).

Workup

  1. temperaturewhile cooling with ice
  2. waitThe mixture was kept at room temperature for a further 15 hours
  3. distillationThe crude product was purified by distillation (0.05 mm Hg/96°-107° C.)

Sources & evidence

ORD record
ord-e648f73244a04f16b84a1640e30e93ed
Source dataset
uspto-grants-1998_11
Patent number
US05840948

Reaction notes

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