Nitric Acid → 5'-Fluoro-2'-hydroxy-3'-nitroacetophenone

HRID 1054442ノート

反応式

HRID 1054442 の反応式
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:7]=[CH:8][C:9]([OH:15])=[C:10]([C:12](=[O:14])[CH3:13])[CH:11]=1>C(O)(=O)C>[F:5][C:6]1[CH:7]=[C:8]([N+:1]([O-:4])=[O:2])[C:9]([OH:15])=[C:10]([C:12](=[O:14])[CH3:13])[CH:11]=1

参加物

4

反応物 2

HCID 944Nitric AcidHCID 959922-Acetyl-4-fluorophenol

生成物 1

HCID 27589845'-Fluoro-2'-hydroxy-3'-nitroacetophenone収率 98.48%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Conc. HNO3 (22.49 g, 357 mmol) was added to a solution 1-(5-fluoro-2-hydroxyphenyl)ethanone (50 g, 325 mmol) in acetic acid (300 mL) at 0° C. and stirring was continued at 20° C. for 3 h. The reaction mixture was quenched with ice cold water. The separated solid was filtered and washed with cold water and dried to afford 1-(5-fluoro-2-hydroxy-3-nitrophenyl)ethanone (Int-19) (65 g, 98.48% yield) as pale yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 12.6 (1H, s), 8.3-8.2 (1H, dd), 8.2-8.1 (1H, dd), 2.7 (3H, s) ppm.

後処理

  1. customThe reaction mixture was quenched with ice cold water
  2. filtrationThe separated solid was filtered
  3. washwashed with cold water
  4. customdried

出典と根拠

ORDレコード
ord-5558127d70d642c59a694d3bf026d230
出典データセット
uspto-grants-2016_07
特許番号
US09394305B2

反応ノート

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