Benzyl Bromide → 3-Benzyloxy-2-iodopyridine

HRID 55257

反応式

HRID 55257 の反応式
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[C:9]([I:14])=[N:10][CH:11]=[CH:12][CH:13]=1.[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CN(C)C=O.C(=O)([O-])[O-].[Cs+].[Cs+]>[CH2:15]([O:7][C:8]1[C:9]([I:14])=[N:10][CH:11]=[CH:12][CH:13]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

6

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 971792-Iodopyridin-3-ol

生成物 1

HCID 199575013-Benzyloxy-2-iodopyridine

試薬・触媒・溶媒 2

HCID 10796Cesium carbonate触媒HCID 6228Dimethylformamide溶媒

実験手順

152.6 g of potassium carbonate and 15.3 g of cesium carbonate are added to a solution of 122 g of 3-hydroxy-2-iodopyridine and 65.7 ml of benzyl bromide in 1.5 l of dimethylformamide, and the suspension is stirred under argon atmosphere for 20 hours at room temperature. The reaction mixture is filtered, the filter residue is washed with dichloromethane, the filtrate is concentrated by evaporation, and the residue is chromatographed on silica gel with hexane/10-20% ethyl acetate. 146.3 g of 3-benzyloxy-2-iodopyridine is obtained as oil.

後処理

  1. filtrationThe reaction mixture is filtered
  2. washthe filter residue is washed with dichloromethane
  3. concentrationthe filtrate is concentrated by evaporation
  4. customthe residue is chromatographed on silica gel with hexane/10-20% ethyl acetate

出典と根拠

ORDレコード
ord-e2e957f3b549479c94a5f8e24c545d13
出典データセット
uspto-grants-1997_04
特許番号
US05624943

関連ノート

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