Benzene → 2-Chloro-4-fluoro-1-nitrobenzene

HRID 65328

반응식

HRID 65328 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([F:8])[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[N+:14]([O-])([OH:16])=[O:15].C1C=CC=CC=1>CCCCCC>[Cl:1][C:2]1[CH:3]=[C:4]([F:8])[CH:5]=[CH:6][C:7]=1[N+:14]([O-:16])=[O:15]

참가 물질

6

반응물 4

HCID 241BenzeneHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 2230871-Chloro-3-fluorobenzene

생성물 1

HCID 750172-Chloro-4-fluoro-1-nitrobenzene수율 16.7%

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

m-Chlorofluorobenzene (240 g. 1.85 moles) is added to a mixture of sulfuric acid (185 g. 1.85 moles) and nitric acid (166 g., 1.85 moles) at -5° C. in 3.5 hours, stirred 13 hours, then benzene (200 ml.) and hexane (200 ml.) are added. The extract is washed with water (1×300 ml.), sodium carbonate solution (1×300 ml.), and water (1×300 ml.), dried and the solvents removed. The residue is distilled to give 138 g. of mixture isomers. The 4-nitro isomer crystallizes and is filtered off to give 3-chloro-4-nitrofluorobenzene (51 g. 16.7%) m.p. 36°-38° C.

후처리

  1. washThe extract is washed with water (1×300 ml.), sodium carbonate solution (1×300 ml.), and water (1×300 ml.)
  2. customdried
  3. customthe solvents removed
  4. distillationThe residue is distilled
  5. customto give 138 g
  6. customThe 4-nitro isomer crystallizes
  7. filtrationis filtered off

출처 및 근거

ORD 기록
ord-355d292c1c8444b6a63c811435ffb1f9
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04613360

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