HCID 57474997, compound → HCID 86695817, compound

HRID 338690Notes

Reaction equation

HRID 338690 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][C:13](=[O:16])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1>O1CCOCC1>[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][C:13](=[O:16])[C:12](=[CH:7][N:10]([CH3:15])[CH3:11])[CH2:11]2)=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 57474997HCID 57474997, compound

Product 1

HCID 86695817HCID 86695817, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of methyl-4-(4-oxopiperidin-1-yl)-benzoate (4.06 g, 17.40 mmol) and DMF-dimethylacetal (9.32 mL, 69.61 mmol) in 1,4-dioxane (100 mL) was refluxed for 40 hours. The reaction mixture was concentrated and the residue was eluted through a flash column (silica gel 60, 230-400 mesh, 5% MeOH in EtOAc to 8% MeOH in EtOAc) to obtain the title compound as an orange, crystalline solid (3.00 g, 60%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. washthe residue was eluted through a flash column (silica gel 60, 230-400 mesh, 5% MeOH in EtOAc to 8% MeOH in EtOAc)

Sources & evidence

ORD record
ord-97a74f77f9e74e58b95a9673520f13fd
Source dataset
uspto-grants-2014_11
Patent number
US08889870B2

Reaction notes

Loading…