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

HRID 2247364Notes

Reaction equation

HRID 2247364 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-6195eace1b6c417fac1ccca013bc4a90
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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