Nitric Acid → 2-(2,6-Difluoro-3-nitrophenyl)acetonitrile

HRID 243241ノート

反応式

HRID 243241 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]#[N:11].[N+:12]([O-])([OH:14])=[O:13]>S(=O)(=O)(O)O>[F:1][C:2]1[C:7]([N+:12]([O-:14])=[O:13])=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]#[N:11]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 69559(2,6-Difluorophenyl)acetonitrile

生成物 1

HCID 665453902-(2,6-Difluoro-3-nitrophenyl)acetonitrile収率 100%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

実験手順

To a solution of (2,6-difluorophenyl)acetonitrile (5 g, 32.7 mmol) in conc. Sulphuric acid (15 mL) at −78° C. was added dropwise a solution of nitric acid (65%, 2.25 mL, 32.7 mmol) in conc. sulphuric acid (5 mL). On completion of addition the reaction mixture was poured onto ice and the precipitate that formed collected by filtration, washed with water and dried in vacuo to give the title product as a white solid (6.4 g, 100%). 1H NMR 400 MHz δ (CDCl3): 8.24-8.16 (1H, m), 7.17 (1H, ddd, J=9.6, 7.8, 1.9 Hz), 3.84 (2H, t, J=1.2 Hz).

後処理

  1. additionOn completion of addition the reaction mixture
  2. additionwas poured onto ice
  3. customthe precipitate that formed
  4. filtrationcollected by filtration
  5. washwashed with water
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-553d695e9ce347edac99071ea44be865
出典データセット
uspto-grants-2014_02
特許番号
US08653089B2

反応ノート

読み込み中…