Ethanol → HCID 63936643, compound

HRID 1526212Notes

Reaction equation

HRID 1526212 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([CH:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.C(O)C>[Pd].O1CCCC1>[O:19]1[CH2:18][CH2:17][CH:16]([N:13]2[CH2:14][CH2:15][N:10]([C:7]3[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=3)[CH2:11][CH2:12]2)[CH2:21][CH2:20]1

Participants

5

Reactant 2

HCID 702EthanolHCID 117666940HCID 117666940, compound

Product 1

HCID 63936643HCID 63936643, compoundYield 107.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 1-(4-nitrophenyl)-4-(tetrahydro-2H-pyran-4-yl)piperazine (1.5 g), ethanol (13 mL), and tetrahydrofuran (13 mL) was added 10% palladium-supported carbon (53% wet product) (150 mg), followed by stirring at room temperature for 2 hours under a hydrogen gas atmosphere (3 atm). The reactant was filtered through celite and then the solvent was evaporated under reduced pressure to obtain 4-[4-(tetrahydro-2H-pyran-4-yl)piperazin-1-yl]aniline (1.45 g).

Workup

  1. filtrationThe reactant was filtered through celite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-524d0e37165d440c9bbba2f04e5602f2
Source dataset
uspto-grants-2015_07
Patent number
US09085540B2

Reaction notes

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