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

HRID 1364318Notes

Reaction equation

HRID 1364318 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-be8f44aeb88b4b58a6fcdcd11b8376bf
Source dataset
uspto-grants-2011_02
Patent number
US07888348B2

Reaction notes

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