1-(3-Bromo-5-nitrophenyl)ethanol → Ethanone, 1-(3-bromo-5-nitrophenyl)-

HRID 81556Notes

Reaction equation

HRID 81556 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:11]([OH:13])[CH3:12])[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:11](=[O:13])[CH3:12])[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1

Participants

3

Reactant 1

HCID 666658361-(3-Bromo-5-nitrophenyl)ethanol

Product 1

HCID 182852Ethanone, 1-(3-bromo-5-nitrophenyl)-

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1-(3-Bromo-5-nitro-phenyl)-ethanol (12.84 g, 52.2 mmol) was dissolved in dioxane (245 ml) and manganedioxide (31.8 g, 365 mmol) was added. The reaction was refluxed for 17 hrs. The reaction was filtered and solvent was removed under reduced pressure yielding the title compound as yellow solid. 1H-NMR (500 MHz, DMSO-d6): 8.64 (s, 1H), 8.58 (s, 1H), 8.53 (s, 1H), 2.70 (s, 3H); GC/MS: 243 [(M)+].

Workup

  1. additionmanganedioxide (31.8 g, 365 mmol) was added
  2. temperatureThe reaction was refluxed for 17 hrs
  3. filtrationThe reaction was filtered
  4. customsolvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ef9a91f4561f4adf8cbbc80af7d4b5a9
Source dataset
uspto-grants-2014_09
Patent number
US08846658B2

Reaction notes

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