Sodium hydride → HCID 67194178, 화합물

HRID 515363노트

반응식

HRID 515363 반응식
[H-].[Na+].[N+:3]([C:6]1[CH:7]=[C:8]([CH:18]=[CH:19][CH:20]=1)[CH2:9]P(=O)(OCC)OCC)([O-:5])=[O:4].O=[C:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]1>O1CCCC1>[N+:3]([C:6]1[CH:7]=[C:8]([CH:18]=[CH:19][CH:20]=1)[CH:9]=[C:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]1)([O-:5])=[O:4]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 13675396Diethyl 3-Nitrobenzylphosphonate

생성물 1

HCID 67194178HCID 67194178, 화합물수율 85.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A suspension of sodium hydride (10.98 mmol, 0.439 g) in tetrahydrofuran (40 mL) was added to a stirred solution of diethyl 3-nitrobenzylphosphonate (7.32 mmol, 2 g) in tetrahydrofuran (40 mL) at 0° C. and the reaction stirred for 30 minutes. tert-Butyl 4-oxopiperidine-1-carboxylate (7.32 mmol, 1.459 g) was added and the reaction mixture stirred at room temperature overnight. The reaction mixture was concentrated under vacuum and the residue partitioned between dichloromethane and water. The organic layer was separated, dried and concentrated under vacuum. The residue was purified by silica column chromatography (eluent: 0-2% methanol in dichloromethane) to afford the intermediate tert-butyl 4-(3-nitrobenzylidene)-piperidine-1-carboxylate (2 g).

후처리

  1. stirringthe reaction mixture stirred at room temperature overnight
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. customthe residue partitioned between dichloromethane and water
  4. customThe organic layer was separated
  5. customdried
  6. concentrationconcentrated under vacuum
  7. customThe residue was purified by silica column chromatography (eluent: 0-2% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-a14bae850ae94b83b168e5dc37ffa3db
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108939B2

반응 노트

불러오는 중…