HCID 118390116, compound → HCID 118389998, compound

HRID 1478000Notes

Reaction equation

HRID 1478000 reaction equation
[CH2:1]([C:4]1([CH2:18][CH:19]=[CH2:20])[CH2:9][CH2:8][CH2:7][N:6]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[C:5]1=[O:17])C=C>ClCCl.Cl[Ru](=CC1C=CC=CC=1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)Cl>[O:17]=[C:5]1[N:6]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:7][CH2:8][CH2:9][C:4]21[CH2:1][CH:20]=[CH:19][CH2:18]2

Participants

4

Reactant 1

HCID 118390116HCID 118390116, compound

Product 1

HCID 118389998HCID 118389998, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 178479819HCID 178479819, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 3,3-diallyl-2-oxopiperidine-1-carboxylate (4.74 g, 16.9 mmol) in dichloromethane (20 mL) was added Grubbs first generation catalyst (711 mg, 0.85 mmol). The reaction mixture was stirred at rt for 4 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/9) to give the title compound as a white solid (3.61 g, 85%).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/9)

Sources & evidence

ORD record
ord-7dbd387aef624b23a98c7e06ea5253d9
Source dataset
uspto-grants-2016_08
Patent number
US09403801B2

Reaction notes

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