N-bromobutanimide → 3-Bromo-2-(pyridin-4-yl)-1-oxaspiro[4.4]non-2-en-4-one

HRID 1258352ノート

反応式

HRID 1258352 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[O:8][C:9]3([CH2:16][CH2:15][CH2:14][CH2:13]3)[C:10](=[O:12])[CH:11]=2)=[CH:3][CH:2]=1.C1C(=O)N([Br:24])C(=O)C1>C(Cl)(Cl)Cl.C(Cl)Cl>[Br:24][C:11]1[C:10](=[O:12])[C:9]2([CH2:16][CH2:15][CH2:14][CH2:13]2)[O:8][C:7]=1[C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 593547772-(Pyridin-4-yl)-1-oxaspiro[4.4]non-2-en-4-one

生成物 1

HCID 593548103-Bromo-2-(pyridin-4-yl)-1-oxaspiro[4.4]non-2-en-4-one収率 72.9%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of afford 2-(pyridin-4-yl)-1-oxaspiro[4.4]non-2-en-4-one (0.18 g, 0.84 mmol) in CHCl3 (10 mL) was added NBS (0.22 g, 1.25 mmol) portionwise at RT and the reaction mixture was stirred for 1 h. The reaction mixture was diluted with DCM (30 mL), washed with water (10 mL), brine (10 mL), dried over Na2SO4, filtered and then concentrated in vacuo to obtain the crude product. The crude material was purified via silica gel column chromatography to afford 3-bromo-2-(pyridin-4-yl)-1-oxaspiro[4.4]non-2-en-4-one (0.18 g, 40%) as an oil.

後処理

  1. washwashed with water (10 mL), brine (10 mL)
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto obtain the crude product
  6. customThe crude material was purified via silica gel column chromatography

出典と根拠

ORDレコード
ord-b5e823d05d034642a13e4201f22d0009
出典データセット
uspto-grants-2013_06
特許番号
US08466148B2

反応ノート

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