Hydrochloric Acid → 2-Hydroxy-6-nitrobenzaldehyde

HRID 1767307ノート

反応式

HRID 1767307 の反応式
C([O:3][CH:4]1[C:9]2[C:10]([N+:14]([O-:16])=[O:15])=[CH:11][CH:12]=[CH:13][C:8]=2[O:7]CO1)C.Cl>C(O)C.C1COCC1.O1CCOCC1.O>[OH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[C:9]=1[CH:4]=[O:3]

参加物

7

反応物 2

HCID 313Hydrochloric AcidHCID 22258788HCID 22258788、化合物

生成物 1

HCID 109539092-Hydroxy-6-nitrobenzaldehyde

試薬・触媒・溶媒 4

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

To a stirred solution of 4-ethoxy-5-nitro-4H-1,3-benzodioxine (5.80 g, 25.755 mmol) in ethanol (15 mL) and THF (10 mL) was added 4N HCl in 1,4-dioxane (20 mL). The mixture was stirred at 60° C. for 6 hrs and 90° C. for 6 hrs. After cooled to room temperature, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=9/1) to give 2-hydroxy-6-nitrobenzaldehyde as a pale yellow oil (4.450 g, yield; quant.).

後処理

  1. temperatureAfter cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (hexane/ethyl acetate=9/1)
  7. customto give

出典と根拠

ORDレコード
ord-e8f717c1aa9c4296825cfb9c0216a055
出典データセット
uspto-grants-2007_06
特許番号
US07232909B2

反応ノート

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