Hydrochloric Acid → (2-Methoxyphenyl)(3-methylphenyl)methanone

HRID 1376503Notes

Reaction equation

HRID 1376503 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[C:5]#N.Br[C:12]1[CH:13]=[C:14]([CH3:18])[CH:15]=[CH:16][CH:17]=1.Cl.CC[O:22]CC>>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[C:5]([C:16]1[CH:17]=[CH:12][CH:13]=[C:14]([CH3:18])[CH:15]=1)=[O:22]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 115603-BromotolueneHCID 810862-Methoxybenzonitrile

Product 1

HCID 12350165(2-Methoxyphenyl)(3-methylphenyl)methanone

Procedure

A mixture of 2-methoxybenzonitrile (4.3 ml) and the Grignard reagent of m-bromotoluene (6.6 g) in ether was refluxed for 1 h and hydrolysed with dilute hydrochloric acid with heating. The aqueous layer was then extracted with ether, and the resultant organic layer was dried and evaporated to give the title compound (5.5 g) as an oil.

Workup

  1. temperaturewith heating
  2. extractionThe aqueous layer was then extracted with ether
  3. customthe resultant organic layer was dried
  4. customevaporated

Sources & evidence

ORD record
ord-5318e482e9e241e8a459f180657ab8ba
Source dataset
uspto-grants-1997_09
Patent number
US05663179

Reaction notes

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