Hydrochloric Acid → 4-Amino-2-methoxybenzonitrile

HRID 1173550

반응식

HRID 1173550 반응식
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[CH:7][C:4]=1[C:5]#[N:6].Cl.C(=O)([O-])O.[Na+]>C(O)C.[Fe]>[NH2:11][C:9]1[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[C:3]([O:2][CH3:1])[CH:10]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 2918672-Methoxy-4-nitrobenzonitrileHCID 516892Sodium Bicarbonate

생성물 1

HCID 2327354-Amino-2-methoxybenzonitrile수율 73.3%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매

실험 절차

2-Methoxy-4-nitrobenzonitrile (5.0 g) and iron powder (7.84 g) were suspended in ethanol (150 mL), and concentrated hydrochloric acid (35 mL) was added dropwise at room temperature. The reaction mixture was stirred at room temperature for 3 hr, neutralized with sodium hydrogen carbonate, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, and the obtained solid was washed with hexane to give the title compound as a red-brown solid (yield: 3.05 g, 73%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography
  6. washthe obtained solid was washed with hexane

출처 및 근거

ORD 기록
ord-bb664db5d40d4656a5b892e7a08a54b1
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834051B2

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