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

HRID 481768노트

반응식

HRID 481768 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(=O)([O-])O.[Na+].Br[CH:21]([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23].[I-].[K+]>C(O)C>[CH2:25]([O:24][C:22]([CH2:21][CH2:27][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:23])[CH3:26]

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 79040Ethyl 2-bromopropionateHCID 516892Sodium BicarbonateHCID 135216707-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride

생성물 1

HCID 190671552-(2-(Ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline수율 57%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1.5 g of 7-nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride was dissolved in 20 ml of ethanol, and 2.9 g of sodium hydrogencarbonate, 2.3 g of ethyl bromopropionate, and a catalytic amount of potassium iodide were added to the solution. The resulting solution was heated and stirred overnight under reflux. The resulting solution was extracted with ethyl acetate, washed with water and saturated aqueous solution of sodium chloride, and then dried with anhydrous sodium sulfate. After separating the desiccant by filtration, the product was purified by silica gel column chromatography to obtain 1.1 g of 2-(2-(ethoxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline (yield: 57%, oily product).

후처리

  1. temperatureThe resulting solution was heated
  2. temperatureunder reflux
  3. extractionThe resulting solution was extracted with ethyl acetate
  4. washwashed with water and saturated aqueous solution of sodium chloride
  5. dry with materialdried with anhydrous sodium sulfate
  6. customAfter separating the desiccant
  7. filtrationby filtration
  8. customthe product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a4b0d6a07ce54855aa0524b1048221fd
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789595

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