Triethylamine → 2-(2-(Ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline

HRID 481770노트

반응식

HRID 481770 반응식
Cl.[N+:2]([C:5]1[CH:14]=[C:13]2[C:8]([CH2:9][CH2:10][NH:11][CH2:12]2)=[CH:7][CH:6]=1)([O-:4])=[O:3].C(N(CC)CC)C.[C:22]([O:26][CH2:27][CH3:28])(=[O:25])[CH:23]=[CH2:24]>C(O)C>[CH2:27]([O:26][C:22]([CH2:23][CH2:24][N:11]1[CH2:10][CH2:9][C:8]2[C:13](=[CH:14][C:5]([N+:2]([O-:4])=[O:3])=[CH:6][CH:7]=2)[CH2:12]1)=[O:25])[CH3:28]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 135216707-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

생성물 1

HCID 190671552-(2-(Ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To 125 ml of suspension in ethanol of 136 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride was added 98 ml of triethylamine and 83 ml of ethyl acrylate, and the solution was heated and stirred overnight under reflux. The solution was concentrated under reduced pressure, and the residue was extracted with ethyl acetate, washed with water, and dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the filtrate was concentrated under reduced pressure to obtain 2-(2-(ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline. The thus obtained 2-(2-(ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline was dissolved in 1,000 ml of ethanol, and a catalytic amount of 10% palladium-carbon was added to the solution. The solution was stirred overnight under hydrogen atmosphere. The catalyst was separated by filtration, and the filtrate was concentrated under reduced pressure to obtain 7-amino-2-(2-(ethoxycarbonyl)ethyl)-1,2,3,4-tetrahydroisoquinoline, which was a solid.

후처리

  1. temperaturethe solution was heated
  2. temperatureunder reflux
  3. concentrationThe solution was concentrated under reduced pressure
  4. extractionthe residue was extracted with ethyl acetate
  5. washwashed with water
  6. dry with materialdried with anhydrous sodium sulfate
  7. customAfter separating the desiccant
  8. filtrationby filtration
  9. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8c2d0e0002fb4508821a7428bf6bec93
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789595

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