Nitric Acid → 4'-Bromo-3'-nitropropiophenone

HRID 554765Notes

Reaction equation

HRID 554765 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][CH:3]=1.[N+:12]([O-])([OH:14])=[O:13]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:6][C:7]=1[N+:12]([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 66312p-Bromopropiophenone

Product 1

HCID 33626924'-Bromo-3'-nitropropiophenone

Procedure

To fuming nitric acid (200 ml), 1-(4-bromophenyl)-1-propanone (40 g) was added while keeping the inside temperature of the mixture at 5 to 10° C. The reaction solution was stirred at that temperature for 30 minutes and then poured into ice. The precipitate was collected by filtration, washed with distilled water, and recrystallized from methanol to obtain the title compound (18 g).

Workup

  1. customat 5 to 10° C
  2. additionpoured into ice
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with distilled water
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a81ca471e88e4dbcaec8de4654b22bb2
Source dataset
uspto-grants-2011_11
Patent number
US08049006B2

Reaction notes

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