Water → 5-Methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)phenylamine

HRID 2423649노트

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HRID 2423649 반응식
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=3[N+:21]([O-])=O)[CH2:9][CH2:10]2)=[CH:5][CH:4]=1.[Cl-].[NH4+].O>CO.[Fe]>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([C:8]2[CH2:9][CH2:10][C:11]3[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=3)[CH:7]=2)=[C:14]([NH2:21])[CH:15]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 230871417-Methoxy-3-(4-methoxy-2-nitrophenyl)-1,2-dihydronaphthalene

생성물 1

HCID 230872185-Methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)phenylamine수율 65.7%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 887Methanol용매

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온도
80 °C

실험 절차

To a suspension of 7-methoxy-3-(4-methoxy-2-nitrophenyl)-1,2-dihydronaphthalene (600 mg), iron (430 mg) and ammonium chloride (830 mg) in methanol (15 ml) was added water (6 ml), and the solution was stirred for 6 hours at 80° C. The solution was filtered through celite pad, extracted with ethyl acetate, then sequentially washed with water and brine, and the solvent was evaporated in vacuo. The residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (356 mg).

후처리

  1. filtrationThe solution was filtered through celite pad
  2. extractionextracted with ethyl acetate
  3. washsequentially washed with water and brine
  4. customthe solvent was evaporated in vacuo
  5. customThe residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system)

출처 및 근거

ORD 기록
ord-82c2428b1d2949ff8f5e6d4fb132f4c3
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960412B2

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