Nitric Acid → 3-Fluoro-4-hydroxy-5-nitrobenzonitrile

HRID 1258740노트

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HRID 1258740 반응식
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=1[OH:14])[C:9]#[N:10]>OS(O)(=O)=O>[F:5][C:6]1[CH:7]=[C:8]([CH:11]=[C:12]([N+:1]([O-:4])=[O:2])[C:13]=1[OH:14])[C:9]#[N:10]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 27829443-Fluoro-4-hydroxybenzonitrile

생성물 1

HCID 679577893-Fluoro-4-hydroxy-5-nitrobenzonitrile

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
-10 °C

실험 절차

Fuming HNO3 (1.8 mL; 44 mmol) was added dropwise to a solution of 3-fluoro-4-hydroxybenzonitrile (4.0 g; 29 mmol) in conc. H2SO4 (10 mL) at −10° C. The mixture was stirred at −10° C. for 1 h and thereafter slowly poured into ice. The precipitate was filtered off and the filtrate was extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was combined with the precipitate and crystallized from EtOAc/PE to give the sub-title compound.

후처리

  1. additionslowly poured into ice
  2. filtrationThe precipitate was filtered off
  3. extractionthe filtrate was extracted with EtOAc
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customcrystallized from EtOAc/PE

출처 및 근거

ORD 기록
ord-af31975989c84987a67bbf305a6cd574
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466186B2

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