Benzyl 2-cyclohexyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate → 2-Cyclohexyl-2,8-diazaspiro[4.5]decan-1-one

HRID 215944Notes

Reaction equation

HRID 215944 reaction equation
[CH:1]1([N:7]2[CH2:11][CH2:10][C:9]3([CH2:16][CH2:15][N:14](C(OCC4C=CC=CC=4)=O)[CH2:13][CH2:12]3)[C:8]2=[O:27])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([N:7]2[CH2:11][CH2:10][C:9]3([CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[C:8]2=[O:27])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 58893180Benzyl 2-cyclohexyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

Product 1

HCID 588931652-Cyclohexyl-2,8-diazaspiro[4.5]decan-1-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Pd/C (100 mg) was added into a solution of benzyl 2-cyclohexyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (1.0 g, 0.0027 mol) in methanol (10 mL) under N2. The reaction mixture was stirred under an atmosphere of hydrogen for 2 hrs. The mixture was filtered. The filtrate was concentrated to give 2-cyclohexyl-2,8-diazaspiro[4.5]decan-1-one which was directly used in next step reaction without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-b9c123edf93a4d2ba57c228613883885
Source dataset
uspto-grants-2012_06
Patent number
US08193207B2

Reaction notes

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