Water → 2-Amino-3-(2-chloro-4,5-methylenedioxybenzyloxy)-pyridine

HRID 1654837

反応式

HRID 1654837 の反応式
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:9]1[O:13][C:12]2[CH:14]=[C:15]([Cl:20])[C:16]([CH2:18]Cl)=[CH:17][C:11]=2[O:10]1.O>ClCCl.[OH-].[Na+].CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-]>[NH2:1][C:2]1[C:7]([O:8][CH2:18][C:16]2[CH:17]=[C:11]3[O:10][CH2:9][O:13][C:12]3=[CH:14][C:15]=2[Cl:20])=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

7

反応物 3

HCID 962WaterHCID 281142-Amino-3-HydroxypyridineHCID 901136-Chloropiperonyl chloride

生成物 1

HCID 200770492-Amino-3-(2-chloro-4,5-methylenedioxybenzyloxy)-pyridine収率 24.3%

試薬・触媒・溶媒 3

HCID 21218Trioctylmethylammonium chloride触媒HCID 6344Dichloromethane溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To a solution of 2-amino-3-hydroxypyridine (9.75 g, 0.0886 mol) in dichloromethane (55 ml) and 40% sodium hydroxide (55 ml) was added Adogen 464 (5 ml) and 6-chloropiperonyl chloride (20 g, 0,0975 mol) with vigorous stirring. The mixture was stirred at room temperature for 16 hours. Water (55 ml) was added and the mixture extracted with dichloromethane. The combined organic layers were dried and evaporated, and the residue purified by flash chromatography (silica, 1% methanol/dichloromethane) and trituration with ether to yield the title compound (6 g), m.p. 100°-104° C.

後処理

  1. extractionthe mixture extracted with dichloromethane
  2. customThe combined organic layers were dried
  3. customevaporated
  4. customthe residue purified by flash chromatography (silica, 1% methanol/dichloromethane) and trituration with ether

出典と根拠

ORDレコード
ord-c18b5067f4074f708abea2967a7af022
出典データセット
uspto-grants-1995_04
特許番号
US05409943

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