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

HRID 1654837

반응식

HRID 1654837 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 21218Trioctylmethylammonium chloride촉매HCID 6344Dichloromethane용매HCID 14798Sodium Hydroxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c18b5067f4074f708abea2967a7af022
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05409943

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