Nitric Acid → HCID 13388013, compound

HRID 637614Notes

Reaction equation

HRID 637614 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[CH:4]([C:6]#[N:7])[CH3:5].[N+:12]([O-])([OH:14])=[O:13]>>[F:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:3]=1[CH:4]([C:6]#[N:7])[CH3:5]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 133880122-(2-Fluorophenyl)propanenitrile

Product 1

HCID 13388013HCID 13388013, compound

Procedure

To 24 g of 2-fluoro-α-methylbenzyl cyanide was added dropwise 40 ml of fuming nitric acid while maintaining the temperature 0°-5° C. After addition, the mixture was gradually warmed up to room temperature, poured into ice-water and extracted with ether. The ether layer was washed with water and dried over anhydrous magnesium sulfate and the solvent was evaporated off. The crude crystals obtained were recrystallized from benzene--n-hexane to afford 25.8 g of 2-fluoro-α-methyl-5-nitrobenzyl cyanide, m.p. 55°-56° C.

Workup

  1. temperaturewhile maintaining the temperature 0°-5° C
  2. additionAfter addition
  3. extractionextracted with ether
  4. washThe ether layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated off
  7. customThe crude crystals obtained
  8. customwere recrystallized from benzene

Sources & evidence

ORD record
ord-d6aae3d2d3384f8598b908efadfc55c1
Source dataset
uspto-grants-1985_12
Patent number
US04557871

Reaction notes

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