4-Methylpiperidine → HCID 86688887, compound

HRID 404625Notes

Reaction equation

HRID 404625 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.Br[CH:9]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11]>C(#N)C>[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([CH:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 693814-MethylpiperidineHCID 97780Ethyl bromophenylacetate

Product 1

HCID 86688887HCID 86688887, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Methylpiperidine (0.17 ml, 1.48 mmol), ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol), and TEA (0.21 ml, 1.48 mmol) were dissolved in acetonitrile (6 ml) and stirred at room temperature for 48 hours. The volatiles were evaporated and the crude residue was purified by flash chromatography (petroleum ether/AcOEt=95/5) to obtain ethyl 2-(4-methylpiperidin-1-yl)-2-phenylacetate (225 mg, 69.8% yield) as a colourless oil.

Workup

  1. customThe volatiles were evaporated
  2. customthe crude residue was purified by flash chromatography (petroleum ether/AcOEt=95/5)

Sources & evidence

ORD record
ord-2be04972ec454498a516d1f655c77b3b
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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