7-(Trifluoroacetylamino)-2,3-dihydrobenzofuran → 2,3-Dihydro-1-benzofuran-7-amine

HRID 1940592Notes

Reaction equation

HRID 1940592 reaction equation
FC(F)(F)C([NH:5][C:6]1[C:14]2[O:13][CH2:12][CH2:11][C:10]=2[CH:9]=[CH:8][CH:7]=1)=O>CO.[OH-].[Na+]>[NH2:5][C:6]1[C:14]2[O:13][CH2:12][CH2:11][C:10]=2[CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 1

HCID 214634927-(Trifluoroacetylamino)-2,3-dihydrobenzofuran

Product 1

HCID 128059502,3-Dihydro-1-benzofuran-7-amineYield 96.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 7-(trifluoroacetylamino)-2,3-dihydrobenzofuran (D2) (1.6 g) in methanol (30 ml) and 10% NaOH (3 ml) was heated to reflux for 24h. The mixture was evaporated under reduced pressure and partitioned between ethyl acetate and water. The organic phase was dried (Na2SO4) and the solvent evaporated under reduced pressure to give the title compound (900 mg, 96%) as a pale orange oil, which crystallised on standing.

Workup

  1. temperatureto reflux for 24h
  2. customThe mixture was evaporated under reduced pressure
  3. custompartitioned between ethyl acetate and water
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-8a7f6292877d4ba6b73be4be91a8a92f
Source dataset
uspto-grants-1997_12
Patent number
US05700818

Reaction notes

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