Nitric Acid → 5-Nitro-2-(trifluoromethoxy)benzaldehyde

HRID 863582Notes

Reaction equation

HRID 863582 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[F:10][C:11]([F:22])([F:21])[O:12][C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH:15]=[O:16]>>[N+:6]([C:18]1[CH:19]=[CH:20][C:13]([O:12][C:11]([F:10])([F:21])[F:22])=[C:14]([CH:17]=1)[CH:15]=[O:16])([O-:9])=[O:7]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 27771922-(Trifluoromethoxy)benzaldehyde

Product 1

HCID 196967085-Nitro-2-(trifluoromethoxy)benzaldehyde

Conditions

Temperature
0 °C

Procedure

To a mixture of concentrated sulfuric acid (81 mL) and concentrated nitric acid (15.5 mL), cooled to 0° C., was added 2-trifluoromethoxybenzaldehyde (25 g, 0.13 mol) portionwise while maintaining the temperature of the reaction below 0° C. After 1.5 hours, the reaction mixture was poured cautiously over 1000 mL of ice in a large beaker and left to stand for 0.5 hours. The resulting suspension was filtered, washed well with H2O and air dried to give crude 5-nitro-2-trifluoromethoxybenzaldehyde, m.p. 32°-34° C.

Workup

  1. temperaturewhile maintaining
  2. customthe temperature of the reaction below 0° C
  3. waitleft
  4. waitto stand for 0.5 hours
  5. filtrationThe resulting suspension was filtered
  6. washwashed well with H2O and air
  7. customdried

Sources & evidence

ORD record
ord-5b2536a919a74ae0896829fbeda1f9d9
Source dataset
uspto-grants-1998_02
Patent number
US05721255

Reaction notes

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