Water → HCID 22181109, compound

HRID 1796205Notes

Reaction equation

HRID 1796205 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]OCl.C(N(CC)CC)C.O>CN(C)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

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 12074NitrofunginHCID 22181117HCID 22181117, compound

Product 1

HCID 22181109HCID 22181109, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-chloro-4-nitrophenol (5.2 g) in N,N-dimethylformamide (50 ml) were successively added methoxymethoxy chloride (2.7 ml) and triethylamine (5.0 ml) with stirring under ice-cooling, and the resulting mixture was stirred at room temperature for 1 hour. After stirring, to the reaction mixture was added water, and the resulting mixture was extracted with ethyl acetate. The extract was washed successively with water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and evaporated in vacuo to afford 3-chloro-4-methoxymethoxynitrobenzene (8.1 g) as a yellow oil.

Workup

  1. temperaturecooling
  2. stirringthe resulting mixture was stirred at room temperature for 1 hour
  3. stirringAfter stirring, to the reaction mixture
  4. extractionthe resulting mixture was extracted with ethyl acetate
  5. washThe extract was washed successively with water
  6. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-4623f74851604e39bb1b4810609f48f3
Source dataset
uspto-grants-2006_04
Patent number
US07030138B2

Reaction notes

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