HCID 18914197, compound → HCID 18914191, compound

HRID 128597Notes

Reaction equation

HRID 128597 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:20])[CH:10]([CH2:21][CH2:22][OH:23])[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[OH:23][CH2:22][CH2:21][CH:10]1[N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:20])[CH2:12][CH2:13][NH:8][CH2:9]1

Participants

4

Reactant 1

HCID 18914197HCID 18914197, compound

Product 1

HCID 18914191HCID 18914191, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Benzyl-3-(2-hydroxyethyl)-4-(2-methylphenyl)piperazine from Step 1 above (1.5 g; 4.8 mmol) in 50 mL of MeOH containing 150 mg of palladium black was shaken on a Parr apparatus under an atmosphere of hydrogen (55 psig) for 18 h. The catalyst was removed by filtration through Celite and the filtercake was washed with MeOH. The filtrate solvents were evaporated under reduced pressure to give the title compound as an oil (1H-NMR: consistent with structure; FABMS: M+H @ m/e=221; HPLC: 97%, retention time 5.20 min).

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. washthe filtercake was washed with MeOH
  3. customThe filtrate solvents were evaporated under reduced pressure

Sources & evidence

ORD record
ord-20fc9629b5214b71ba6cb3598280d6df
Source dataset
uspto-grants-1995_11
Patent number
US05464788

Reaction notes

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