1-(2,2-Diethoxyethoxy)-4-fluorobenzene → 5-Fluoro-1-benzofuran

HRID 1610097Notes

Reaction equation

HRID 1610097 reaction equation
C(O[CH:4](OCC)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)C>CCCCCC>[CH:9]1[C:10]([F:13])=[CH:11][C:12]2[CH:4]=[CH:5][O:6][C:7]=2[CH:8]=1

Participants

3

Reactant 1

HCID 114475181-(2,2-Diethoxyethoxy)-4-fluorobenzene

Product 1

HCID 117883225-Fluoro-1-benzofuranYield 50.3%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To a solution of 16.0 g of 1-(2,2-diethoxyethoxy)-4-fluorobenzene in 50 ml n-hexane was added 3.2 g of amberlyst 15 at room temperature. After the mixture was treated in a sealed tube at 200° C. for 11 hours, the amberlyst 15 was filtered off. The solvent was evaporated, and the crude product was purified and separated by silica gel column chromatography (n-hexane), to give 4.8 g of the title compound as a colorless oil.

Workup

  1. additionAfter the mixture was treated in a sealed tube at 200° C. for 11 hours
  2. filtrationthe amberlyst 15 was filtered off
  3. customThe solvent was evaporated
  4. customthe crude product was purified
  5. customseparated by silica gel column chromatography (n-hexane)

Sources & evidence

ORD record
ord-ac62b5e7f531461ca6b145066fcea0bd
Source dataset
uspto-grants-2006_01
Patent number
US06982274B2

Reaction notes

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