Ethanol → Ethyl 4-fluoro-3-nitrobenzoate

HRID 40112

反応式

HRID 40112 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].OS(O)(=O)=O.C([O-])(O)=O.[Na+].[O-]S([O-])(=O)=O.[Mg+2].[CH3:30][CH2:31]O>>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:30][CH3:31])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

参加物

6

反応物 5

HCID 702EthanolHCID 1118Sulfuric AcidHCID 24083Sulfuric acid magnesium salt (1:1)HCID 679874-Fluoro-3-nitrobenzoic acidHCID 516892Sodium Bicarbonate

生成物 1

HCID 21277355Ethyl 4-fluoro-3-nitrobenzoate

反応条件

温度
0 °C

実験手順

A solution of 4-fluoro-3-nitrobenzoic acid (Alfa Aesar, 10.0 g, 54 mmol) and concentrated H2SO4 (0.2 ml, 4.1 mmol) in EtOH (200 ml) was refluxed for 40 h. The mixture was cooled to 0° C., solid NaHCO3 and MgSO4 was added, and the suspension was filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes) to yield the title compound as an off-white solid.

後処理

  1. filtrationthe suspension was filtered
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by chromatography on silica gel (0→30% EtOAc-hexanes)

出典と根拠

ORDレコード
ord-c474b033b567489bbfa0e0a712e1b26f
出典データセット
uspto-grants-2013_09
特許番号
US08524917B2

関連ノート

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