Nitric Acid → 1-Bromo-4-fluoro-2-methyl-5-nitrobenzene

HRID 400553

반응식

HRID 400553 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH3:9].[N+:10]([O-])([OH:12])=[O:11]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]([F:8])=[CH:4][C:3]=1[CH3:9]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 967432-Bromo-5-fluorotoluene

생성물 1

HCID 100369831-Bromo-4-fluoro-2-methyl-5-nitrobenzene수율 104.8%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

Combine 1-bromo-4-fluoro-2-methylbenzene (30.0 g, 159 mmol) in concentrated sulfuric acid (100 mL), cool to about −5° C., and treat dropwise with nitric acid (11.00 mL, 174 mmol) over 20 minutes. Allow reaction mixture to warm to RT and stir for 30 min. Pour onto crushed ice with stiffing and partition with tert-butyl methyl ether (MTBE) (200 mL). Separate the aqueous layer and extract with MTBE (2×50 mL). Combine organic layers, dry and concentrate under reduced pressure to provide 1-bromo-4-fluoro-2-methyl-5-nitrobenzene as an orange-colored viscous oil (39.0 g).

후처리

  1. customAllow reaction mixture
  2. additionPour
  3. customonto crushed ice with stiffing
  4. custompartition with tert-butyl methyl ether (MTBE) (200 mL)
  5. customSeparate the aqueous layer
  6. extractionextract with MTBE (2×50 mL)
  7. customCombine organic layers, dry
  8. concentrationconcentrate under reduced pressure

출처 및 근거

ORD 기록
ord-11409640bb6745f38880db83dafaac01
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741911B2

연결된 노트

불러오는 중…