Dichloromethane → HCID 178420292, compound

HRID 1816353Notes

Reaction equation

HRID 1816353 reaction equation
[CH:1]1([C@H:7]2[CH2:12][CH2:11][C@H:10]([N:13]3[CH2:18][CH2:17][N:16](C(OCC4C=CC=CC=4)=O)[CH2:15][CH2:14]3)[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H].ClCCl>C(O)C.O1CCOCC1.[Pd]>[CH:1]1([C@H:7]2[CH2:12][CH2:11][C@H:10]([N:13]3[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]3)[CH2:9][CH2:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

7

Reactant 3

HCID 6344DichloromethaneHCID 178418361HCID 178418361, compoundHCID 178525157HCID 178525157, compound

Product 1

HCID 178420292HCID 178420292, compoundYield 59.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of benzyl 4-(trans-4-cyclohexylcyclohexyl)-1-piperazinecarboxylate (4 g) in ethanol (40 ml) and dioxane (40 ml) was added 10% palladium on carbon (0.8 g), and hydrogen gas at atmosphere pressure for 7 hours. To the reaction mixture was added dichloromethane (40 ml). The reaction mixture was filtered, and the filtrate was concentrated by evaporation under reduced pressure to give 1-(trans-4-cyclohexylcyclohexyl)piperazine (1.56 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-e9e19b546f7d4fa8a50c3e47270773ab
Source dataset
uspto-grants-2005_04
Patent number
US06884774B2

Reaction notes

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