2-Amino-3-Hydroxypyridine → 3-[(4-Methoxybenzyl)oxy]pyridin-2-amine

HRID 1654826ノート

反応式

HRID 1654826 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Br)=[CH:5][CH:4]=1.[NH2:11][C:12]1[C:17]([OH:18])=[CH:16][CH:15]=[CH:14][N:13]=1>[OH-].[Na+].ClCCl.CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].O>[NH2:11][C:12]1[C:17]([O:18][CH2:7][C:6]2[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:16][CH:15]=[CH:14][N:13]=1

参加物

7

反応物 2

HCID 281142-Amino-3-HydroxypyridineHCID 1650214-Methoxybenzyl bromide

生成物 1

HCID 27283893-[(4-Methoxybenzyl)oxy]pyridin-2-amine収率 76.7%

試薬・触媒・溶媒 4

HCID 21218Trioctylmethylammonium chloride触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回HCID 14798Sodium Hydroxide溶媒

実験手順

A mixture of 4-methoxybenzyl bromide (25 g, 0.159 mol) and 2-amino-3-hydroxypyridine (15.9 g, 0.145 mol) in 40% aqueous sodium hydroxide solution (150 ml) and dichloromethane (150 ml) was treated with Adogen 464 (5 ml) and stirred vigorously at room temperature for 16 hours. The mixture was diluted with further water and dichloromethane, the product extracted into dichloromethane, and the combined organic layers washed with water, dried and evaporated. The resulting solid was washed with ether to yield the product (25.6 g, 70%)

後処理

  1. extractionthe product extracted into dichloromethane
  2. washthe combined organic layers washed with water
  3. customdried
  4. customevaporated
  5. washThe resulting solid was washed with ether

出典と根拠

ORDレコード
ord-c45126958ef04d6a85f2ce607e71d9cf
出典データセット
uspto-grants-1995_04
特許番号
US05409943

反応ノート

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