Water → 3-Bromo-2-methoxybenzotrifluoride

HRID 2358105Notes

Reaction equation

HRID 2358105 reaction equation
[Br:1][C:2]1[C:3](F)=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:6][CH:7]=1.[CH3:13][O-:14].[Na+].O>CO>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[O:14][CH3:13]

Participants

5

Reactant 3

HCID 962WaterHCID 27363203-Bromo-2-fluorobenzotrifluorideHCID 10942334Sodium Methoxide

Product 1

HCID 574480603-Bromo-2-methoxybenzotrifluoride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
150 °C

Procedure

To a solution of 3-bromo-2-fluorobenzotrifluoride (1.0 g, 4.1 mmol) in methanol (5 ml) was added a solution of sodium methoxide in methanol (30%, 0.73 ml, 4.1 mmol). The mixture was heated under microwave radiation to 150° C. for 10 min. The reaction mixture was poured into water and extracted with ethylacetate (3×50 ml). The combined organic phases was dried (MgSO4), filtered and evaporated to dryness to give the title compound (0.89 g). MS m/z (rel. intensity, 70 eV) 256 (M+, 87), 254 (M+, 89), 239 (26), 211 (24), 132 (bp).

Workup

  1. extractionextracted with ethylacetate (3×50 ml)
  2. dry with materialThe combined organic phases was dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-a028c4057f934645a8ba2955c5c06e1c
Source dataset
uspto-grants-2010_07
Patent number
US07763639B2

Reaction notes

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