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

HRID 1761644ノート

反応式

HRID 1761644 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5dfc557fcc044fec826692726a7e466f
出典データセット
uspto-grants-1989_05
特許番号
US04826982

反応ノート

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