HCID 117737813, compound → HCID 131733088, compound

HRID 1518974Notes

Reaction equation

HRID 1518974 reaction equation
[CH:1]1([C:4]([CH:6]2[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]2)=[CH2:5])[CH2:3][CH2:2]1>O.[Ru](=O)=O.C(O)(C)C>[CH:1]1([CH:4]([CH:6]2[CH2:7][CH2:8][N:9]([C:12]([O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[O:13])[CH2:10][CH2:11]2)[CH3:5])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 117737813HCID 117737813, compound

Product 1

HCID 131733088HCID 131733088, compoundYield 92.9%

Reagents, catalysts & solvents 2

HCID 16211523Ruthenium dioxide hydrateCatalystHCID 3776IsopropanolSolvent2×

Procedure

Add ruthenium dioxide monohydrate (2.0 g, 15.0 mmol) to a 500 mL Parr shaker bottle and wet with isopropyl alcohol (25 mL). Add tert-butyl 4-(1-cyclopropylethenyl)piperidine-1-carboxylate (3.8 g, 15.1 mmol) and isopropyl alcohol (100 mL) and place on Parr shaker. React under H2 atmosphere (30 psi) at ambient temperature for a total of 12 hours. Vent and purge the bottle, filter and concentrate in vacuo to give the title compound as a clear oil (3.55 g, 92.9%). MS (m/z): 198 (M+1-tBu)

Workup

  1. customReact under H2 atmosphere (30 psi) at ambient temperature for a total of 12 hours
  2. customVent and purge the bottle
  3. filtrationfilter
  4. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-e93b6ba58d214efdb752e430e6a2967a
Source dataset
uspto-grants-2015_07
Patent number
US09073856B2

Reaction notes

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