2-Methoxy-2,4,6-cycloheptatrien-1-one → 2-(3-Methyl-1-piperazinyl)-2,4,6-cycloheptatrien-1-one

HRID 2417618Notes

Reaction equation

HRID 2417618 reaction equation
CO[C:3]1[C:4](=[O:10])[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[CH3:11][CH:12]1[CH2:17][NH:16][CH2:15][CH2:14][NH:13]1>CO>[CH3:11][CH:12]1[NH:13][CH2:14][CH2:15][N:16]([C:3]2[C:4](=[O:10])[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:17]1

Participants

4

Reactant 2

HCID 165462-Methoxy-2,4,6-cycloheptatrien-1-oneHCID 660572-Methylpiperazine

Product 1

HCID 155921612-(3-Methyl-1-piperazinyl)-2,4,6-cycloheptatrien-1-oneYield 70.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-methoxy-2,4,6-cycloheptatrien-1-one (6.8 g) and 2-methylpiperazine (5 g) in methanol was refluxed for 16 hr and evaporated. The residue (11 g) was chromatographed on silica gel (250 g) using methanol and the eluate was evaporated to give 7.2 g of 2-(3-methyl-1-piperazinyl)-2,4,6-cycloheptatrien-1-one.

Workup

  1. customevaporated
  2. customThe residue (11 g) was chromatographed on silica gel (250 g)
  3. customthe eluate was evaporated

Sources & evidence

ORD record
ord-84f7ed64c42844faa02e74a38290a30a
Source dataset
uspto-grants-1984_09
Patent number
US04469695

Reaction notes

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