Nitromethane → HCID 118036061, compound

HRID 630687Notes

Reaction equation

HRID 630687 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])/[CH:9]=[CH:10]/[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.[N+:18]([CH3:21])([O-:20])=[O:19].C(NCC)C>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:17])[CH2:9][CH:10]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:21][N+:18]([O-:20])=[O:19])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 8021DiethylamineHCID 53552044'-Bromochalcone

Product 1

HCID 118036061HCID 118036061, compoundYield 85.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 1 L flask, 46.9 g (154 mmol) of (2E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one were dissolved in 450 g of methanol, admixed with 46.9 g (768 mmol) of nitromethane and 56.2 g (768 mmol) of diethylamine and refluxed for 16 h. The solvent was half distilled off in vacuo and the precipitated solid was separated off and dried to constant weight in vacuo to obtain 46 g (132 mmol) of 1-(4-bromophenyl)-4-nitro-3-phenylbutan-1-one.

Workup

  1. temperaturerefluxed for 16 h
  2. distillationdistilled off in vacuo
  3. customthe precipitated solid was separated off
  4. customdried to constant weight in vacuo

Sources & evidence

ORD record
ord-b0c9c9cda6d94c81bf2756dff707bff7
Source dataset
uspto-grants-2016_04
Patent number
US09317012B2

Reaction notes

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