Ethyl Acetate → HCID 54346572, compound

HRID 1285268Notes

Reaction equation

HRID 1285268 reaction equation
Cl[C:2]1[C:3]([N+:15]([O-:17])=[O:16])=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([CH:11]=1)[O:7][CH2:8][CH2:9][OH:10].C[O-].[Na+].[C:21](OCC)(=[O:23])C>CO>[N+:12]([C:5]1[CH:4]=[C:3]([N+:15]([O-:17])=[O:16])[C:2]([O:23][CH3:21])=[CH:11][C:6]=1[O:7][CH2:8][CH2:9][OH:10])([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 10942334Sodium MethoxideHCID 53976298HCID 53976298, compound

Product 1

HCID 54346572HCID 54346572, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 20.0 g (0.076 moles) of 2-(5'-chloro-2',4'-dinitrophenoxy) ethanol in 200 ml methanol is added 10.8 g (0.20 moles) sodium methoxide, with stirring. The mixture is heated to reflux. TLC (ethyl acetate) after 6 hours shows the reaction is complete. The hot mixture is poured into 1 liter ice. The pale yellow precipitate is collected by vacuum filtration, washed with water and dried in a vacuum oven at 50° C. Yield is 16.3 g (82.9%), m.p. 137°-140°.

Workup

  1. temperatureThe mixture is heated to reflux
  2. filtrationThe pale yellow precipitate is collected by vacuum filtration
  3. washwashed with water
  4. customdried in a vacuum oven at 50° C

Sources & evidence

ORD record
ord-3d066ad5b92b4bc5b5cadf084dab0d36
Source dataset
uspto-grants-1986_01
Patent number
US04566876

Reaction notes

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