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

HRID 1092959Notes

Reaction equation

HRID 1092959 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 (0.5 g, 13.9 mmol) in THF (10 ml) at room temperature is treated with polymer supported pyridine hydrobromide perbromide (1.4 g, 2 mmol Br3·/g). The reaction mixture is stirred overnight, then filtered and concentrated in vacuo. The residue is purified by chromatography on silica with iso-hexane-ethyl acetate (6:1) to give the titled compound.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customThe residue is purified by chromatography on silica with iso-hexane-ethyl acetate (6:1)

Sources & evidence

ORD record
ord-e5c4d94462374a4c81073935c55350e6
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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