Ethyl Acetate → 1-[4-(2,3-Dihydro-benzofuran-2-yl)-piperidin-1-yl]-2,2,2-trifluoro-ethanone

HRID 1184691Notes

Reaction equation

HRID 1184691 reaction equation
O1C2=CC=CC2=CC=C1[CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]1[C:16](=[O:21])[C:17]([F:20])([F:19])[F:18].[C:22]([O:25][CH2:26][CH3:27])(=O)[CH3:23]>[Pd].CO>[O:25]1[C:26]2[CH:27]=[CH:12][CH:13]=[CH:14][C:15]=2[CH2:23][CH:22]1[CH:14]1[CH2:15][CH2:10][N:11]([C:16](=[O:21])[C:17]([F:18])([F:20])[F:19])[CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 866748851-(4-Benzofuran-2-yl-piperidin-1-yl)-2,2,2-trifluoro-ethanone

Product 1

HCID 866748861-[4-(2,3-Dihydro-benzofuran-2-yl)-piperidin-1-yl]-2,2,2-trifluoro-ethanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-(4-benzofuran-2-yl-piperidin-1-yl)-2,2,2-trifluoro-ethanone (11.50 g), 10% palladium on carbon (1.15 g), ethyl acetate (135 mL) and methanol (15 mL) is shaken under hydrogen atmosphere (3.5 bar) at room temperature for 24 h. The catalyst is then separated by filtration and the filtrate is concentrated to give an oil that is submitted to the next reaction without further purification. Yield: 11.12 g (crude); LC (method 2): tR=1.34 min.

Workup

  1. customThe catalyst is then separated by filtration
  2. concentrationthe filtrate is concentrated
  3. customto give an oil that
  4. customis submitted to the next reaction without further purification

Sources & evidence

ORD record
ord-099cadd6f29b44b79b561e9dc1e48071
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

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