Magnesium → HCID 18516355, compound

HRID 1937025Notes

Reaction equation

HRID 1937025 reaction equation
[CH3:1][O:2][C:3]([CH:5]=[CH:6][C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[CH2:20][CH2:19][CH2:18][C:12]=3[C:13](=[O:17])[NH:14][C:15]=2[CH:16]=1)=[O:4].[Mg]>CO.C1COCC1>[CH3:1][O:2][C:3]([CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]2[CH:11]3[CH2:20][CH2:19][CH2:18][CH:12]3[C:13](=[O:17])[NH:14][C:15]=2[CH:16]=1)=[O:4]

Participants

4

Reactant 2

HCID 5462224MagnesiumHCID 69653027HCID 69653027, compound

Product 1

HCID 18516355HCID 18516355, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A solution of 7-(methoxycarbonylethenyl)-1,2,3,5-tetrahydrocyclopenta[c]quinolin-4-one (550 mg, 2.0 mmol) in methanol-THF 3:1 (130 ml) is mixed with magnesium (972 mg, 40.0 mmol) and stirred for 24 hours at room temperature. The reaction mixture is filtered on spun glass, the filter residue is washed with dichloromethane-methanol, and the combined filtrates are concentrated by evaporation in a vacuum. Purification of the residue on silica gel yields 120 mg (22%) of product.

Workup

  1. filtrationThe reaction mixture is filtered
  2. washthe filter residue is washed with dichloromethane-methanol
  3. concentrationthe combined filtrates are concentrated by evaporation in a vacuum
  4. customPurification of the residue on silica gel

Sources & evidence

ORD record
ord-fa6be9583ce8460495fec4c64870c326
Source dataset
uspto-grants-2002_05
Patent number
US06391887B1

Reaction notes

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