Piperidine → HCID 69182024, compound

HRID 2373209Notes

Reaction equation

HRID 2373209 reaction equation
[CH:1]1([C:4](=[O:10])[CH2:5][C:6]([O:8][CH3:9])=[O:7])[CH2:3][CH2:2]1.[CH:11]1([CH:17]=O)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.N1CCCCC1>CO>[CH:11]1([CH:17]=[C:5]([C:4]([CH:1]2[CH2:3][CH2:2]2)=[O:10])[C:6]([O:8][CH3:9])=[O:7])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 16275CyclohexanecarboxaldehydeHCID 101300163-Cyclopropyl-3-Oxopropionic Acid Methyl Ester

Product 1

HCID 69182024HCID 69182024, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 3-cyclopropyl-3-oxopropanoate (3.00 g) and cyclohexanecarboxaldehyde (2.84 g) in MeOH (30 ml) was added piperidine (0.209 ml) at room temperature. The mixture was stirred for 48 h. The solvent was evaporated off, and the residue was chromatographed on a silicagel column chromatography (EtOAc-hexaens, a linear gradient of EtOAc from 0 to 15% over 60 min) afforded methyl 3-cyclohexyl-2-(cyclopropylcarbonyl)acrylate as a colorless oil (3.72 g).

Workup

  1. customThe solvent was evaporated off
  2. customthe residue was chromatographed on a silicagel column chromatography (EtOAc-hexaens

Sources & evidence

ORD record
ord-63bebd9dbe0b423788b9d527482bbfb3
Source dataset
uspto-grants-2008_12
Patent number
US07459451B2

Reaction notes

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