2,6-Dinitrophenyl methyl ether → 1,3-Benzenediamine, 2-methoxy-

HRID 1501876

반응식

HRID 1501876 반응식
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[CH:5][C:4]=1[N+:12]([O-])=O.O.O.[Sn](Cl)(Cl)(Cl)Cl>CCO>[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[NH2:12]

참가 물질

4

반응물 2

HCID 5977192,6-Dinitrophenyl methyl etherHCID 85782573Tin tetrachloride dihydrate

생성물 1

HCID 124029761,3-Benzenediamine, 2-methoxy-

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
70 °C

실험 절차

A 2 L round bottomed flask was charged with 23 g (116 mmol) 2-methoxy-1,3-dinitrobenzene and 261 g (1.16 mol) tin chloride dihydrate. 160 mL EtOH was added, and the resulting suspension was stirred at 70° C. for 90 min. In the beginning, the reaction is very exothermic be careful! The solvent was removed and the reaction mixture was diluted with H2O and slowly added to about 500 mL of a 10 M NaOH solution. The suspension was cooled down to RT and extracted three times with EtOAc. The combined organic layers were dried over MgSO4, filtered and the solvent was removed under reduced pressure. The product was obtained as red oil and used without further purification.

후처리

  1. customThe solvent was removed
  2. additionthe reaction mixture was diluted with H2O
  3. additionslowly added to about 500 mL of a 10 M NaOH solution
  4. temperatureThe suspension was cooled down to RT
  5. extractionextracted three times with EtOAc
  6. dry with materialThe combined organic layers were dried over MgSO4
  7. filtrationfiltered
  8. customthe solvent was removed under reduced pressure
  9. customThe product was obtained as red oil
  10. customused without further purification

출처 및 근거

ORD 기록
ord-48a6c34d80df4965ac7dec896a4c0460
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206211B2

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