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Water → 1-(4-Methoxymethoxy-3-trifluoromethylphenyl)ethanone

HRID 385114
Notes
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Reaction equation

HRID 385114 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].C(=O)([O-])[O-].[K+].[K+].[CH3:21][O:22][CH2:23]Cl.O>CN(C)C=O>[CH3:21][O:22][CH2:23][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[C:11]([F:12])([F:13])[F:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 11430Potassium CarbonateHCID 27751094'-Hydroxy-3'-(trifluoromethyl)acetophenone

Product 1

HCID 681091271-(4-Methoxymethoxy-3-trifluoromethylphenyl)ethanone

Reagents, catalysts & solvents 1

HCID 6228
Dimethylformamide
Solvent

Procedure

1-(4-hydroxy-3-trifluoromethylphenyl)ethanone (2.01 g) was dissolved in N,N-dimethylformamide (20 mL), and potassium carbonate (2.70 g) and chloromethyl methyl ether (1.10 mL) were added to the solution, and then the mixture was stirred at room temperature for 1 hour. Water was added to the reaction solution and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (2.33 g) as a pale yellow oily substance.

Workup

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

Sources & evidence

ORD record
ord-be351b49213048bd962afd2ef1248b0c
Source dataset
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08367843B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes