Iodoethane → HCID 11053339, compound

HRID 1722188Notes

Reaction equation

HRID 1722188 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([CH3:13])=[CH:6][C:5]=1[OH:14])([O-:3])=[O:2].I[CH2:16][CH3:17].C(N(CC)CC)C>O1CCOCC1>[N+:10]([C:8]1[CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]([O:14][CH2:16][CH3:17])=[CH:6][C:7]=1[CH3:13])([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 8471TriethylamineHCID 120302,4-Dinitro-5-methylphenol

Product 1

HCID 11053339HCID 11053339, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.5 g (12.5 mmol) of 2,4-dinitro-5-methylphenol (I. R. Gibbs and P. W. Robertson, J. Chem. Soc. (London) 105, 1885) are dissolved in 12.5 ml of dioxane, added to 1.5 ml (19 mmol) of 2-iodoethane and 3.5 ml (25 mmol) of triethylamine and heated for 24 hours to 80° C. The reaction mixture is then poured over ice. The yellow crystals that precipitate out are isolated by suction. 2.2 g (77% of theoretical) of the ethoxy compound, having a melting point of 92° to 93° C., are obtained.

Workup

  1. temperatureheated for 24 hours to 80° C
  2. additionThe reaction mixture is then poured over ice
  3. customThe yellow crystals that precipitate out are isolated by suction
  4. customare obtained

Sources & evidence

ORD record
ord-914ab92c2de04ac4ba2605f03055e46b
Source dataset
uspto-grants-1989_08
Patent number
US04854935

Reaction notes

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