Chloromethyl Methyl Ether → HCID 22181109, compound

HRID 269879Notes

Reaction equation

HRID 269879 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].[CH3:12][O:13][CH2:14]Cl.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:11][CH2:12][O:13][CH3:14]

Participants

5

Reactant 3

HCID 7864Chloromethyl Methyl EtherHCID 11430Potassium CarbonateHCID 12074Nitrofungin

Product 1

HCID 22181109HCID 22181109, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-chloro-4-nitrophenol (2.761 g), chloromethyl methyl ether (2.4 mL), acetone (16 mL) and potassium carbonate (3.1 g) was heated under reflux for 5 hours. The reaction mixture was poured in saturated saline solution, and the product was extracted with diethyl ether. The organic layer was washed with saturated saline solution, dried over anhydrous magnesium sulfate, and the solvent was distilled off, to provide crude 2-chloro-1-methoxy-methoxy-4-nitrobenzene (3.091 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. additionThe reaction mixture was poured in saturated saline solution
  4. extractionthe product was extracted with diethyl ether
  5. washThe organic layer was washed with saturated saline solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-441a5f79c3b5474ba9a38be3fd7dd596
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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