N-bromobutanimide → 3-Bromo-2,6-bis(2,2,6,6-tetramethylpiperidin-1-yl)pyridine

HRID 1779136노트

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HRID 1779136 반응식
[CH3:1][C:2]1([CH3:26])[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[N:3]1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N:16]2[C:21]([CH3:23])([CH3:22])[CH2:20][CH2:19][CH2:18][C:17]2([CH3:25])[CH3:24])[N:11]=1.C1C(=O)N([Br:34])C(=O)C1>C(#N)C>[Br:34][C:13]1[C:12]([N:16]2[C:17]([CH3:25])([CH3:24])[CH2:18][CH2:19][CH2:20][C:21]2([CH3:23])[CH3:22])=[N:11][C:10]([N:3]2[C:4]([CH3:8])([CH3:9])[CH2:5][CH2:6][CH2:7][C:2]2([CH3:26])[CH3:1])=[CH:15][CH:14]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 676095742,6-Bis(2,2,6,6-tetramethylpiperidin-1-yl)pyridine

생성물 1

HCID 676092893-Bromo-2,6-bis(2,2,6,6-tetramethylpiperidin-1-yl)pyridine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
0 °C

실험 절차

Reaction was performed under air. To a ice-cooled solution of 2,6-bis(2,2,6,6-tetramethylpiperidin-1-yl)pyridine (1 g, 2.8 mmol) in acetonitrile (100 ml) was added NBS (0.45 g, 2.5 mmol) portion-wise over 30 min. The reaction mixture was stirred at −0° C. for 2 h, until the color of the solution disappeared and then stirred overnight at room temperature. The reaction was quenched with water (100 mL) and the product extracted by ethylacetate. The product was purified by column chromatography on silica gel and obtained as white solid (Rf=0.6 in Ethylacetate:hexane=1:20, Yield=0.53 g (43.4%))

후처리

  1. customReaction
  2. stirringstirred overnight at room temperature
  3. customThe reaction was quenched with water (100 mL)
  4. extractionthe product extracted by ethylacetate
  5. customThe product was purified by column chromatography on silica gel
  6. customobtained as white solid (Rf=0.6 in Ethylacetate:hexane=1:20, Yield=0.53 g (43.4%))

출처 및 근거

ORD 기록
ord-fb258cc5b09d49c08ff22131f138f795
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09269912B2

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