2-Methyl-2-butene → HCID 23031187, compound

HRID 1766668Notes

Reaction equation

HRID 1766668 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[C:20]([CH3:21])=[CH:19][C:18]([N+:22]([O-:24])=[O:23])=[C:17]3[C:13]=2[CH2:14][CH2:15][CH2:16]3)=[CH:7][C:4]=1[CH:5]=[O:6].CC(=CC)C.Cl([O-])=[O:31].[Na+].P([O-])([O-])(O)=O.[Na+].[Na+]>C(O)(C)(C)C>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[C:20]([CH3:21])=[CH:19][C:18]([N+:22]([O-:24])=[O:23])=[C:17]3[C:13]=2[CH2:14][CH2:15][CH2:16]3)=[CH:7][C:4]=1[C:5]([OH:31])=[O:6]

Participants

6

Reactant 4

HCID 105532-Methyl-2-buteneHCID 24203Sodium Phosphate, DibasicHCID 230312052-Methoxy-5-(5-methyl-7-nitroindan-4-yloxy)benzaldehydeHCID 23668197Sodium Chlorite

Product 1

HCID 23031187HCID 23031187, compoundYield 108.7%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

2-methoxy-5-(5-methyl-7-nitroindan-4-yloxy)benzaldehyde (1.00 g) was dissolved in tert-butanol (24 mL). To the mixture was added 2-methyl-2-butene (6 mL) at room temperature with stirring. After adding sodium chlorite (553 mg) and an aqueous solution of sodium hydrogen phosphate (250 g/L, 12 mL), the mixture was stirred at room temperature for 2 days, and then extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (1.14 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-d2611ed145c246caa1cecdcb6abfc565
Source dataset
uspto-grants-2007_06
Patent number
US07230031B2

Reaction notes

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