HCID 178525099, compound → HCID 178517869, compound

HRID 215950Notes

Reaction equation

HRID 215950 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][N:15](C(OCC4C=CC=CC=4)=O)[CH2:14][CH2:13]3)[C:9]2=[O:28])[CH2:4][CH2:3]1>CO.[Pd]>[OH:1][C@H:2]1[CH2:3][CH2:4][C@H:5]([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[C:9]2=[O:28])[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 178525099HCID 178525099, compound

Product 1

HCID 178517869HCID 178517869, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

200 mg of Pd/C was added a solution of benzyl 2-(trans-4-hydroxycyclohexyl)-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (2.13 g, 0.00551 mol) in methanol (50 mL) under nitrogen. The reaction mixture was stirred under an atmosphere of hydrogen for 3 hrs. The mixture was filtered, and the filtrate was concentrated to give 2-(trans-4-hydroxycyclohexyl)-2,8-diazaspiro[4.5]decan-1-one (1.29 g, 93%).

Workup

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

Sources & evidence

ORD record
ord-5c1a45a98225417ebd086aeb9deb2126
Source dataset
uspto-grants-2012_06
Patent number
US08193207B2

Reaction notes

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