Hydrochloric Acid → 2-(6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine

HRID 1950051노트

반응식

HRID 1950051 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][CH:16]=[CH:15][C:14]=3[N+:19]([O-])=O)[CH2:9][CH2:10]2)=[CH:5][CH:4]=1.Cl>O1CCCC1.CO.[Pd]>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6](=[CH:5][CH:4]=1)[CH2:7][CH:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH2:19])[CH2:9][CH2:10]2

참가 물질

6

반응물 2

HCID 313Hydrochloric AcidHCID 230871487-Methoxy-3-(2-nitrophenyl)-1,2-dihydronaphthalene

생성물 1

HCID 230875022-(6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine수율 70.3%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 7-methoxy-3-(2-nitrophenyl)-1,2-dihydronaphthalene (1.5 g) in tetrahydrofuran (10 ml) and methanol (10 ml) were sequentially added 10% palladium-activated charcoal (300 mg) and concentrated hydrochloric acid (0.8 ml), and the solution was stirred for 25 hours at room temperature under a hydrogen atmosphere at 4 atmospheric pressures. After filtration through celite pad, the solution was neutralized with ammonia solution, extracted with ethyl acetate, then sequentially washed with water and brine, dried over anhydrous magnesium sulfate, then the solvent was evaporated in vacuo, the resulting solid was washed with a hexane-diethyl ether system to provide the title compound (949 mg).

후처리

  1. filtrationAfter filtration through celite pad
  2. extractionextracted with ethyl acetate
  3. washsequentially washed with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated in vacuo
  6. washthe resulting solid was washed with a hexane-diethyl ether system

출처 및 근거

ORD 기록
ord-8496773da0e64b149f8af9e0cd63ff0d
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399520B2

반응 노트

불러오는 중…