Magnesium → Methyl 8-(2,4,5-trifluorophenyl)-1,4-dioxaspiro[4.5]decane-7-carboxylate

HRID 1454789Notes

Reaction equation

HRID 1454789 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[C:10]1[CH2:19][CH2:18][C:13]2([O:17][CH2:16][CH2:15][O:14]2)[CH2:12][C:11]=1[C:20]([O:22][CH3:23])=[O:21].[Mg]>CO>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[CH:10]1[CH2:19][CH2:18][C:13]2([O:14][CH2:15][CH2:16][O:17]2)[CH2:12][CH:11]1[C:20]([O:22][CH3:23])=[O:21]

Participants

4

Reactant 2

HCID 5462224MagnesiumHCID 67065857Methyl 8-(2,4,5-trifluorophenyl)-1,4-dioxaspiro[4.5]dec-7-ene-7-carboxylate

Product 1

HCID 67065869Methyl 8-(2,4,5-trifluorophenyl)-1,4-dioxaspiro[4.5]decane-7-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of methyl 8-(2,4,5-trifluorophenyl)-1,4-dioxaspiro[4.5]dec-7-ene-7-carboxylate (1.93 g, 5.9 mmol) in methanol (50 mL) was added magnesium (1.43 g, 59 mmol), and the mixture was refluxed overnight under nitrogen atmosphere. The white precipitate that formed was filtered over Celite, and the filtrate was evaporated under reduced pressure to yield the title compound.

Workup

  1. temperaturethe mixture was refluxed overnight under nitrogen atmosphere
  2. customThe white precipitate that formed
  3. filtrationwas filtered over Celite
  4. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-cd7a5e4d1bfb47db81f9776ec20aae5e
Source dataset
uspto-grants-2009_01
Patent number
US07482336B2

Reaction notes

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