Ethanol → Ethyl 3-Bromo-5-fluorobenzoate

HRID 1767254Notes

Reaction equation

HRID 1767254 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:5]([OH:7])=[O:6].[CH2:12](O)[CH3:13]>S(=O)(=O)(O)O>[CH2:12]([O:6][C:5](=[O:7])[C:4]1[CH:8]=[C:9]([F:11])[CH:10]=[C:2]([Br:1])[CH:3]=1)[CH3:13]

Participants

4

Reactant 2

HCID 702EthanolHCID 27733393-Bromo-5-fluorobenzoic acid

Product 1

HCID 43476807Ethyl 3-Bromo-5-fluorobenzoate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Conditions

Temperature
90 °C

Procedure

Sulphuric acid (5 drops) was added to 3-bromo-5-fluorobenzoic acid (1.194 g, 5.45 mmol) in ethanol (10 ml) and refluxed with stirring at 90° C. for 17 hours. Reaction mixture partitioned between diethyl ether and water, washed with sodium hydrogen carbonate, dried (MgSO4) and evaporated to dryness.

Workup

  1. temperaturerefluxed
  2. customReaction mixture
  3. custompartitioned between diethyl ether and water
  4. washwashed with sodium hydrogen carbonate
  5. dry with materialdried (MgSO4)
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-e896d59eecb94405a6fb45a596741757
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

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