Hydrochloric Acid → 2-Hydroxy-6-nitrobenzaldehyde

HRID 412219노트

반응식

HRID 412219 반응식
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]

참가 물질

7

반응물 2

HCID 313Hydrochloric AcidHCID 22258788HCID 22258788, 화합물

생성물 1

HCID 109539092-Hydroxy-6-nitrobenzaldehyde

시약·촉매·용매 4

HCID 702Ethanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 312751,4-Dioxane용매

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온도
90 °C

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-56e458a562fb40e6a13bdcfa7c245373
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562811B1

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