Hydrochloric Acid → 2-Hydroxy-6-nitrobenzaldehyde

HRID 1611122ノート

反応式

HRID 1611122 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-d455d5ee5b824c6889ab3b55fe40d720
出典データセット
uspto-grants-2006_01
特許番号
US06984649B1

反応ノート

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