Methanol → 3-methoxy-N1-(3-methoxypropyl)benzene-1,2-diamine

HRID 1096626노트

반응식

HRID 1096626 반응식
[CH3:1][O:2][C:3]1[C:4]([N+:15]([O-])=O)=[C:5]([CH:12]=[CH:13][CH:14]=1)[NH:6][CH2:7][CH2:8][CH2:9][O:10][CH3:11].CO>[Zn].C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:14]=[CH:13][CH:12]=[C:5]([NH:6][CH2:7][CH2:8][CH2:9][O:10][CH3:11])[C:4]=1[NH2:15]

참가 물질

5

반응물 2

HCID 887MethanolHCID 667850723-methoxy-N-(3-methoxypropyl)-2-nitroaniline

생성물 1

HCID 667862403-methoxy-N1-(3-methoxypropyl)benzene-1,2-diamine

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

Into a 100 mL round bottomed flask was added 3-methoxy-N-(3-methoxypropyl)-2-nitroaniline (36A) (560 mg, 2.33 mmol) and methanol (46 mL). Zinc metal (2.11 g, 32.4 mmol) and acetic acid (2.0 mL) was added and the mixture was stirred at room temperature for 5 hr. The mixture was filtered through a fritted Buchner funnel and the solvent was removed under vacuum. Ethyl acetate (100 mL) was added and the precipitate was filtered through a Buchner funnel with a pad of Celite. The filtrate was concentrated under vacuum to leave 3-methoxy-N1-(3-methoxypropyl)benzene-1,2-diamine (37B) as a yellow oil which was used without further purification. ESI-MS:mlz 211.4 (M-F1-1)+.

후처리

  1. filtrationThe mixture was filtered through a fritted Buchner funnel
  2. customthe solvent was removed under vacuum
  3. additionEthyl acetate (100 mL) was added
  4. filtrationthe precipitate was filtered through a Buchner funnel with a pad of Celite
  5. concentrationThe filtrate was concentrated under vacuum

출처 및 근거

ORD 기록
ord-a8267ede6e3f4da99bb01b9fd023a216
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138168B1

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