HCID 21463489, compound → HCID 54511624, compound

HRID 1940600Notes

Reaction equation

HRID 1940600 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:11](O)[CH2:12][CH2:13][N:14]([CH3:16])[CH3:15])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1>FC(F)(F)C(O)=O>[CH3:16][N:14]([CH3:15])[CH2:13][CH:12]=[CH:11][C:4]1[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=[C:2]([NH2:1])[CH:3]=1

Participants

3

Reactant 1

HCID 21463489HCID 21463489, compound

Product 1

HCID 54511624HCID 54511624, compoundYield 105.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1-(5-amino-2,3-dihydrobenzofuran-7-yl)-3-dimethylaminopropan-1-ol (D 16) (2.12 g) in trifluoroacetic acid (60 ml) was refluxed for 10h, cooled and the solvent evaporated under reduced pressure. The residue was partitioned between 10% Na2CO3 and ethyl acetate, the organic phase was dried (Na2SO4) and the solvent evaporated under reduced pressure, to give the title compound as an orange foam (2.07 g, quantitative).

Workup

  1. temperaturecooled
  2. customthe solvent evaporated under reduced pressure
  3. customThe residue was partitioned between 10% Na2CO3 and ethyl acetate
  4. dry with materialthe organic phase was dried (Na2SO4)
  5. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-5e0eecd11cc940889f62346340f9e73a
Source dataset
uspto-grants-1997_12
Patent number
US05700818

Reaction notes

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