2-Bromobenzoic acid → HCID 20396986, compound

HRID 462682Notes

Reaction equation

HRID 462682 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=1[O:20][CH3:21]>CS(O)(=O)=O>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([C:17]1[C:16]([CH3:19])=[CH:15][C:14]([O:20][CH3:21])=[C:13]([O:12][CH3:11])[CH:18]=1)=[O:6]

Participants

4

Reactant 2

HCID 69402-Bromobenzoic acidHCID 681263,4-Dimethoxytoluene

Product 1

HCID 20396986HCID 20396986, compound

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Conditions

Temperature
70 °C

Procedure

A solution of 20 g of bisphosphorus pentoxide in 200 ml of methanesulfonic acid is poured over 20.7 g (0.1 mol) of 2-bromobenzoic acid and 15.2 g (0.1 mol) of 1,2-dimethoxy-4-methylbenzene, and the mixture is heated, with stirring, for 30 minutes at 70° C. The mixture is then poured into ice-water and extracted with ether. After concentration by evaporation, the ether extracts yield (2-bromophenyl)-(3,4-dimethoxy-6-methylphenyl)-methanone as a brown product of honey-like consistency.

Workup

  1. temperaturethe mixture is heated
  2. extractionextracted with ether
  3. concentrationAfter concentration
  4. customby evaporation

Sources & evidence

ORD record
ord-7de52376639241628b80d1cf60af582b
Source dataset
uspto-grants-1985_05
Patent number
US04517184

Reaction notes

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