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Dichloromethane → HCID 59540376, 화합물

HRID 923447
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인쇄 미리보기

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HRID 923447 반응식
Br[CH2:2][C:3]1[CH:22]=[CH:21][C:6](/[CH:7]=[CH:8]/[C@@H:9]2[CH2:13][CH2:12][CH2:11][N:10]2[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:5][CH:4]=1.[N+:23]([C:26]1[CH:39]=[CH:38][C:29]([CH2:30][NH:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:28][CH:27]=1)([O-:25])=[O:24].C(=O)([O-])[O-].[K+].[K+].ClCCl>CN(C=O)C>[N+:23]([C:26]1[CH:27]=[CH:28][C:29]([CH2:30][N:31]([CH2:2][C:3]2[CH:22]=[CH:21][C:6](/[CH:7]=[CH:8]/[C@@H:9]3[CH2:13][CH2:12][CH2:11][N:10]3[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:5][CH:4]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:38][CH:39]=1)([O-:25])=[O:24]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 96956N-[(4-nitrophenyl)methyl]anilineHCID 68765291(S,E)-tert-butyl 2-(4-(bromomethyl)styryl)pyrrolidine-1-carboxylate

생성물 1

HCID 59540376HCID 59540376, 화합물수율 56%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

반응 조건

온도
50 °C

실험 절차

To a solution of the product of Example 149D (1.09 g, 2.97 mmol) and N-(4-nitrobenzyl)aniline (0.677 g, 2.97 mmol) dissolved in DMF (10 mL) was added potassium carbonate (1.23 g, 8.9 mmol) and the mixture heated at 50° C. for 1 hour. After cooling, the solution had dichloromethane added to it and the mixture extracted with water. The organic extract was then dried, filtered, concentrated and purified by chromatography (silica gel, 0-2% methanol in dichloromethane) to afford 0.85 g (56%) of the title compound. MS (ESI) m/z 514 (M+H)+.

후처리

  1. temperatureAfter cooling
  2. additionadded to it
  3. extractionthe mixture extracted with water
  4. extractionThe organic extract
  5. customwas then dried
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified by chromatography (silica gel, 0-2% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-510f6c0c406144bea293de0a276194e4
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278922B2

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