Nitroethane → HCID 69066173, compound

HRID 1785424Notes

Reaction equation

HRID 1785424 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.C([O-])(=O)C.[NH4+].[N+:15]([CH2:18][CH3:19])([O-:17])=[O:16]>>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:4]([CH:5]=[C:18]([N+:15]([O-:17])=[O:16])[CH3:19])[CH:3]=1

Participants

4

Reactant 3

HCID 6587NitroethaneHCID 765833-BromobenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 69066173HCID 69066173, compound

Procedure

A suspension of 3-bromo-benzaldehyde (2.5 g, 13.5 mmol), ammonium acetate (1.09 g, 14.2 mmol), and nitroethane (250 mL) was heated to reflux overnight. Solvent removed under vacuum then residue partitioned between ethyl acetate and saturated sodium chloride. Concentrated organic purified on silica and isolated as a yellow oil. 1H NMR (CDCl3) s (3H, 2.44 ppm), m (2H, 7.35 ppm), m (2H, 7.55 ppm) s (1H, 8.00 ppm).

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customSolvent removed under vacuum
  4. customresidue partitioned between ethyl acetate and saturated sodium chloride
  5. customConcentrated organic purified on silica
  6. customisolated as a yellow oil

Sources & evidence

ORD record
ord-0384e25b9b4a441480961a9cfcdfd9a4
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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