1-(3-Nitrophenyl)propan-2-one → HCID 85861734, compound

HRID 1092982Notes

Reaction equation

HRID 1092982 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][C:11](=[O:13])[CH3:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].C1C=C[NH+]=CC=1.[Br:20][Br-]Br>C1COCC1>[Br:20][CH:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)[C:11](=[O:13])[CH3:12]

Participants

3

Reactant 1

HCID 125079341-(3-Nitrophenyl)propan-2-one

Product 1

HCID 85861734HCID 85861734, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 3-nitrophenylacetone (2.5 g, 14.0 mmol) in dry THF (50 ml) at room temperature is treated with polymer supported pyridine hydrobromide perbromide (7.0 g, 14.0 mmol) and left to stir overnight. The reaction mixture is then filtered and the solvent removed in vacuo. The residue is purified by chromatography on silica eluting with 1:4 ethyl acetate-hexane to give the titled compound.

Workup

  1. waitleft
  2. filtrationThe reaction mixture is then filtered
  3. customthe solvent removed in vacuo
  4. customThe residue is purified by chromatography on silica eluting with 1:4 ethyl acetate-hexane

Sources & evidence

ORD record
ord-f67e3f88fc314871a62188dcd41599ea
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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