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

HRID 243241노트

반응식

HRID 243241 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-553d695e9ce347edac99071ea44be865
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653089B2

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