Sodium Iodide → 1-[N-(1-Azabicyclo[3.3.0]octan-5-yl)methyl-N-ethylamino]-4-nitronaphthalene

HRID 260920

반응식

HRID 260920 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([N+:12]([O-:14])=[O:13])=[CH:4][CH:3]=1.[CH2:15]([NH:17][CH2:18][C:19]12[CH2:26][CH2:25][CH2:24][N:23]1[CH2:22][CH2:21][CH2:20]2)[CH3:16].[I-].[Na+].[OH-].[Na+]>N1C=CC=CC=1>[N:23]12[CH2:24][CH2:25][CH2:26][C:19]1([CH2:18][N:17]([C:2]1[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([N+:12]([O-:14])=[O:13])=[CH:4][CH:3]=1)[CH2:15][CH3:16])[CH2:20][CH2:21][CH2:22]2

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 3127191-Chloro-4-nitronaphthaleneHCID 10749640HCID 10749640, 화합물

생성물 1

HCID 106170711-[N-(1-Azabicyclo[3.3.0]octan-5-yl)methyl-N-ethylamino]-4-nitronaphthalene수율 30.6%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

1-Chloro-4-nitronaphthalene (2.00 g, 9.63 mmol), 5-ethylaminomethyl-1-azabicyclo[3.3.0]octane (3.24 g, 19.3 mmol) and sodium iodide (580 mg) were added into anhydrous pyridine (20.0 ml) to react the mixture in a sealed tube for 20 hours at 190° C. After addition of aqueous sodium hydroxide solution subsequent to concentration in vacuo, the reaction mixture was extracted by ethyl acetate, dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by column chromatography to afford the desired compound (1.00 g, 30.6%), as a yellow liquid.

후처리

  1. customto react the mixture in a sealed tube for 20 hours at 190° C
  2. concentrationsubsequent to concentration in vacuo
  3. extractionthe reaction mixture was extracted by ethyl acetate
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-6e6833ec92c34b308874877b0333b085
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05530138

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