Dichloromethane → 5-Bromo-2,3-dimethoxypyridine

HRID 1162451

反応式

HRID 1162451 の反応式
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][N:4]=1.C(Cl)Cl.[Br:14]Br>C([O-])(O)=O.[Na+]>[Br:14][C:6]1[CH:7]=[C:8]([O:9][CH3:10])[C:3]([O:2][CH3:1])=[N:4][CH:5]=1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 24408BromineHCID 46578092,3-Dimethoxypyridine

生成物 1

HCID 125630845-Bromo-2,3-dimethoxypyridine収率 64.9%

試薬・触媒・溶媒 1

HCID 516892Sodium Bicarbonate溶媒

実験手順

To a 100 mL round-bottomed flask was added 2,3-dimethoxypyridine (2 mL, 15 mmol, Alfa Aesar, Ward Hill, Mass.), CH2Cl2 (30 mL), and bromine (0.7 mL, 14 mmol). The reaction mixture was stirred at rt for 16 h. The reaction mixture was then diluted with sat. NaHCO3 (30 mL) and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with sat. NaCl (20 mL), dried over Na2SO4, filtered and concentrated. Purification by silica gel chromatography (50% CH2Cl2/hexanes) afforded the title compound (1.98 g, 60%). MS (ESI, positive ion) m/z: 218 (M(79Br)+1).

後処理

  1. extractionextracted with EtOAc (2×50 mL)
  2. washThe combined organic extracts were washed with sat. NaCl (20 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification by silica gel chromatography (50% CH2Cl2/hexanes)

出典と根拠

ORDレコード
ord-08016a45d69e42e1b8eee1f95839037d
出典データセット
uspto-grants-2010_10
特許番号
US07820665B2

関連ノート

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