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Tetrahydrofuran → Tert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylate

HRID 515311
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HRID 515311 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[CH2:5]P(=O)(OCC)OCC.O=[C:21]1[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]1.O1CCCC1.[H-].[Na+]>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[CH:5]=[C:21]1[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]1
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참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 86654007Diethyl 3-chloro-4-nitrobenzylphosphonate

생성물 1

HCID 67192823Tert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylate수율 86%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

Diethyl 3-chloro-4-nitrobenzylphosphonate (2.80 mmol, 0.86 g), tert-butyl 4-oxopiperidine-1-carboxylate (2.80 mmol, 0.557 g) and tetrahydrofuran (4.89 mL) were stirred and sodium hydride (4.19 mmol, 0.168 g) was added. The reaction was stirred overnight at room temperature. Water was added and the reaction extracted with dichloromethane. The organic phase was dried over sodium sulfate and concentrated under vacuum to afford the intermediate tert-butyl 4-(3-chloro-4-nitrobenzylidene)-piperidine-1-carboxylate (0.85 g).

후처리

  1. extractionthe reaction extracted with dichloromethane
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-ed03faf0f4fb4c888892eeb605cb7660
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09108939B2

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