Nitric Acid → 2-[2-(4-Bromo-2-nitrophenyl)propyl]pyridine

HRID 1579373노트

반응식

HRID 1579373 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:16])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1.[N+:17]([O-])([OH:19])=[O:18]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:16])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[C:4]([N+:17]([O-:19])=[O:18])[CH:3]=1

참가 물질

3

반응물 2

HCID 944Nitric AcidHCID 205600682-[2-(4-Bromophenyl)propyl]pyridine

생성물 1

HCID 205599842-[2-(4-Bromo-2-nitrophenyl)propyl]pyridine

실험 절차

2-(p-Bromophenyl)-1-(2-pyridyl)propane (11.5 g., 0.043 mole) is heated in 80 ml. of concentrated nitric acid (specific gravity 1.42, 69-71%) for 4.5 hr. at 80°C. The solution is cooled, quenched in 300 g. of ice, made alkaline with sodium hydroxide, and extracted with ethyl acetate. The extract washed with water and brine, dried over sodium sulfate, and evaporated affords 12.2 g. (88%) of oily nitrated product of sufficient purity to be used in following "step d". Distillation provides analytically pure 2-(4-bromo-2-nitrophenyl)-1-(2-pyridyl)propane, b.p. 172°-176°C. (0.2 mm. Hg.), nD 29 1.5968.

후처리

  1. customat 80°C
  2. temperatureThe solution is cooled
  3. customquenched in 300 g
  4. extractionextracted with ethyl acetate
  5. washThe extract washed with water and brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customaffords 12.2 g
  9. distillationDistillation

출처 및 근거

ORD 기록
ord-1a8517b4380147248f070ec961b5d6a1
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03931195

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