HCID 69559116, compound → HCID 59327423, compound

HRID 1777349Notes

Reaction equation

HRID 1777349 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([CH2:19][C:20]([CH3:22])=[CH2:21])[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]1)=[O:5])[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([O:3][C:4]([C:6]1([CH2:19][CH:20]([CH3:21])[CH3:22])[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:17])([CH3:16])[CH3:18])=[O:13])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 69559116HCID 69559116, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59327423HCID 59327423, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5% Pd/C (0.3 g, 50% wet) is added to a solution of 4-(2-methylallyl)piperidine-1,4-dicarboxylic acid-1-tert-butyl ester-4-ethyl ester (1.0 g, 0.0032 mol) in ethanol (10 mL). The reaction mixture is stirred under the positive pressure of hydrogen gas for 1 hr at room temperature. The reaction mixture is filtered through celite bed and washed with ethanol (15 mL). Combine filtrate is concentrated under reduced pressure to get 4-isobutylpiperidine-1,4-dicarboxylic acid-1-tert-butyl ester-4-ethyl ester.

Workup

  1. filtrationThe reaction mixture is filtered through celite bed
  2. washwashed with ethanol (15 mL)
  3. concentrationCombine filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-fa39b8cc0f2e47cca71de2cc594ed71b
Source dataset
uspto-grants-2016_02
Patent number
US09266867B2

Reaction notes

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