Hydrochloric Acid → 3-Bromo-2,4-dichloro-5-fluoronitrobenzene

HRID 1761644노트

반응식

HRID 1761644 반응식
[Br:1][C:2]1[C:8]([Cl:9])=[C:7]([F:10])[CH:6]=[C:5]([N+:11]([O-:13])=[O:12])[C:3]=1N.C(ON=O)(C)(C)C.[ClH:21]>C(#N)C>[Br:1][C:2]1[C:3]([Cl:21])=[C:5]([N+:11]([O-:13])=[O:12])[CH:6]=[C:7]([F:10])[C:8]=1[Cl:9]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 10906Tert-Butyl nitriteHCID 137487952-Bromo-3-chloro-4-fluoro-6-nitroaniline

생성물 1

HCID 137487963-Bromo-2,4-dichloro-5-fluoronitrobenzene

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a mixture of anhydrous cupric chloride (147 g) and 2-bromo-3-chloro-4-fluoro-6-nitroaniline (235.6 g) in anhydrous acetonitrile (1.5 litter) was added tert-butylnitrite (135.2 g) at 60° C. during 70 minutes. The reaction mixture was poured into ice-chilled diluted hydrochloric acid (1.5 litter) and extracted with benzene. The organic layer was successively washed with ice-chilled diluted hydrochloric acid and water saturated with sodium chloride, dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified by distillation to give the title compound (218.8 g), bp 78°-117° C./2 mmHg. The oil was crystallized from methanol to give yellow prisms, mp 65.5°-67.5° C.

후처리

  1. additionThe reaction mixture was poured into ice-
  2. extractionextracted with benzene
  3. washThe organic layer was successively washed with ice-
  4. temperaturechilled diluted hydrochloric acid and water saturated with sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. distillationThe resulting residue was purified by distillation

출처 및 근거

ORD 기록
ord-5dfc557fcc044fec826692726a7e466f
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04826982

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