Methanol → HCID 68108142, compound

HRID 385150Notes

Reaction equation

HRID 385150 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:13])C)=[CH:7][C:6]=1[O:14][C:15]([F:18])([F:17])[F:16].C[O-].[Na+].BrN1C(=O)CCC1=O.[OH2:30].[CH3:31]O>>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([O:13][CH3:31])=[O:30])=[CH:7][C:6]=1[O:14][C:15]([F:18])([F:17])[F:16]

Participants

6

Reactant 5

HCID 887MethanolHCID 962WaterHCID 67184N-bromobutanimideHCID 10942334Sodium MethoxideHCID 68108690HCID 68108690, compound

Product 1

HCID 68108142HCID 68108142, compound

Procedure

1-(4-methoxymethoxy-3-trifluoromethoxyphenyl)ethanone (540 mg) was dissolved in methanol (30 mL), and sodium methoxide (1.10 g) and N-bromosuccinimide (1.09 g) were added to the solution, and then the mixture was stirred at room temperature for 30 minutes. Water was added to the reaction solution and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (590 mg) as a yellow crystal.

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-9e4645288cf3467cada8eb0f54e3861d
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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