5-Methoxy-o-toluidine → 5-Methoxy-2-methylphenol

HRID 1023512노트

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HRID 1023512 반응식
[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:3]=1N.N([O-])=[O:12].[Na+]>OS(O)(=O)=O>[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:3]=1[OH:12]

참가 물질

4

반응물 2

HCID 995005-Methoxy-o-toluidine2회HCID 23668193Sodium Nitrite

생성물 1

HCID 109535825-Methoxy-2-methylphenol

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
50 °C

실험 절차

To a solution of 2-methyl-5-(methyloxy)aniline (Intermediate 11, 6.0 g) in H2SO4 (5 M, 20 mL) was added portionwise NaNO2 (3.4 g, 49.3 mmol) at 0-5° C. The mixture was stirred at 50° C. for 1 hour and extracted with ethyl acetate (4 times 30 mL). The combined ethyl acetate layers were dried over sodium sulphate and concentrated under vacuum to give a residue, which was purified by column chromatography on silica gel (with EtOAc:PE=1:20 as eluents) to afford the title compound as a solid.

후처리

  1. extractionextracted with ethyl acetate (4 times 30 mL)
  2. dry with materialThe combined ethyl acetate layers were dried over sodium sulphate
  3. concentrationconcentrated under vacuum
  4. customto give a residue, which
  5. customwas purified by column chromatography on silica gel (with EtOAc:PE=1:20 as eluents)

출처 및 근거

ORD 기록
ord-fc2fd5de506447e79b94c5ac31b799aa
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722695B2

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