Sulfuric Acid → 6-Fluoro-benzofuran-2,3-dicarboxylic acid diethyl ester

HRID 1929094Notes

Reaction equation

HRID 1929094 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH:5]([O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=1)[C:6](=O)[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:2].S(=O)(=O)(O)O>>[CH2:1]([O:3][C:4]([C:5]1[O:13][C:14]2[CH:15]=[C:16]([F:20])[CH:17]=[CH:18][C:19]=2[C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:21])[CH3:2]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 66841360HCID 66841360, compound

Product 1

HCID 668416156-Fluoro-benzofuran-2,3-dicarboxylic acid diethyl ester

Procedure

108 (66 g, 221.3 mmol) is dissolved in 245 ml of cooled (−15° C.) conc. sulfuric acid and stirred for 3 h whereas the reaction mixture slowly warmed up to room temperature. Then the mixture is poured onto 1 kg of ice and extracted with diethyl ether. The organic layers are washed with brine, dried over sodium sulfate, filtrated and evaporated. The crude product is used in the next step without further purification.

Workup

  1. extractionextracted with diethyl ether
  2. washThe organic layers are washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltrated
  5. customevaporated
  6. customThe crude product is used in the next step without further purification

Sources & evidence

ORD record
ord-a2e2876500ce45e18404f04ce9366ac9
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

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