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

HRID 1258740ノート

反応式

HRID 1258740 の反応式
[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]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 27829443-Fluoro-4-hydroxybenzonitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
-10 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-af31975989c84987a67bbf305a6cd574
出典データセット
uspto-grants-2013_06
特許番号
US08466186B2

反応ノート

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