HCID 18914184, compound → HCID 18914146, compound

HRID 128598Notes

Reaction equation

HRID 128598 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])[CH2:10][CH:9]1[CH2:21][CH2:22][OH:23])C1C=CC=CC=1>CO.[Pd]>[OH:23][CH2:22][CH2:21][CH:9]1[CH2:10][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:20])[CH2:12][CH2:13][NH:8]1

Participants

4

Reactant 1

HCID 18914184HCID 18914184, compound

Product 1

HCID 18914146HCID 18914146, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Benzyl-2-(2-hydroxyethyl)-4-(2-methylphenyl)piperazine from Step 1 above (3.2 g; 10 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: 98%, retention time 5.38 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-44f581b0901648cdb0889abbb48af014
Source dataset
uspto-grants-1995_11
Patent number
US05464788

Reaction notes

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