Acetic Acid → HCID 131732780, compound

HRID 1475402Notes

Reaction equation

HRID 1475402 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][CH:9]1[CH2:21][F:22])C1C=CC=CC=1.C(O)C.[C:26]([OH:29])(=[O:28])[CH3:27]>[Pd].CCOCC>[C:26]([OH:29])(=[O:28])[CH3:27].[C:26]([OH:29])(=[O:28])[CH3:27].[F:22][CH2:21][CH:9]1[CH2:10][NH:11][CH2:12][CH2:13][NH:8]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 702EthanolHCID 144794991,4-Dibenzyl-2-(fluoromethyl)piperazine

Product 1

HCID 131732780HCID 131732780, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 1,4-dibenzyl-2-fluoromethyl-piperazine (0.47 g, 1.6 mmol), ethanol (20 mL), acetic acid (0.4 mL) and 10% palladium on carbon (0.2 g) was hydrogenated at 20° C. and 4 bar for 72 h. Solids were removed by filtration and the filtrate evaporated in vacuo to give a colourless solid. Trituration (twice) with ether gave the title compound (0.332 g) as a colourless solid. 1H NMR (DMSO-d6): 7.38-5.74 (4H, m), 4.40-4.27 (1H, m), 4.27-4.14 (1H, m), 2.94-2.69 (4H, m), 2.69-2.58 (1H, m), 2.58-2.52 (1H, m), 2.32 (1H, dd), 1.87 (6H, s).

Workup

  1. customwas hydrogenated at 20° C.
  2. customSolids were removed by filtration
  3. customthe filtrate evaporated in vacuo
  4. customto give a colourless solid

Sources & evidence

ORD record
ord-b0ec82bbad89437d97ac534be0d04414
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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