Nitromethane → HCID 11312225, compound

HRID 630688Notes

Reaction equation

HRID 630688 reaction equation
[F: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>[F: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 57025772-Propen-1-one, 1-(4-fluorophenyl)-3-phenyl-, (2E)-

Product 1

HCID 11312225HCID 11312225, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 1 L flask, 138.8 g (613 mmol) of (2E)-1-(4-fluorophenyl)-3-phenylprop-2-en-1-one were dissolved in 825 g of methanol, admixed with 187.0 g (3.06 mol) of nitromethane and 224.1 g (3.06 mol) 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 167.7 g (583 mmol) of 1-(4-fluorophenyl)-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-a6906adff0b648b69ebed2d6f2a13c9a
Source dataset
uspto-grants-2016_04
Patent number
US09317012B2

Reaction notes

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