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

HRID 481768ノート

反応式

HRID 481768 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a4b0d6a07ce54855aa0524b1048221fd
出典データセット
uspto-grants-1998_08
特許番号
US05789595

反応ノート

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