Methanol → 1-Bromo-4-(1,1-dimethoxyethyl)benzene

HRID 586411Notes

Reaction equation

HRID 586411 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([Br:10])=[CH:6][CH:5]=1)=[O:3].[CH:11](OC)(OC)[O:12]C.[CH3:18]O>>[Br:10][C:7]1[CH:8]=[CH:9][C:4]([C:2]([O:12][CH3:11])([O:3][CH3:18])[CH3:1])=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 7466p-BromoacetophenoneHCID 9005Trimethyl orthoformate

Product 1

HCID 109117821-Bromo-4-(1,1-dimethoxyethyl)benzene

Procedure

A mixture of 2 g (0.01 mole) of 4-bromoacetophenone, 5.6 ml of trimethyl orthoformate, 5.6 ml of methanol and 0.67 g of Amberlite® IR 120 is heated at reflux for 3 hours. After cooling, the mixture is filtered through Celite® and the filtered solution is evaporated. 2.4 g of the title compound are obtained in the form of an oil.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 3 hours
  3. temperatureAfter cooling
  4. filtrationthe mixture is filtered through Celite®
  5. customthe filtered solution is evaporated

Sources & evidence

ORD record
ord-01f48e5a2f5641ae8c31238c568a80ed
Source dataset
uspto-grants-2005_08
Patent number
US06936621B2

Reaction notes

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