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

HRID 1779136ノート

反応式

HRID 1779136 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

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%))

後処理

  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%))

出典と根拠

ORDレコード
ord-fb258cc5b09d49c08ff22131f138f795
出典データセット
uspto-grants-2016_02
特許番号
US09269912B2

反応ノート

読み込み中…