Dichloromethane → 2-Amino-3-(2,3,6-trifluorobenzyloxy)pyridine

HRID 1654913노트

반응식

HRID 1654913 반응식
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.ClCCl.[OH-].[Na+].[F:14][C:15]1[C:22]([F:23])=[CH:21][CH:20]=[C:19]([F:24])[C:16]=1[CH2:17]Br>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].O>[NH2:1][C:2]1[C:7]([O:8][CH2:17][C:16]2[C:19]([F:24])=[CH:20][CH:21]=[C:22]([F:23])[C:15]=2[F:14])=[CH:6][CH:5]=[CH:4][N:3]=1

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 281142-Amino-3-HydroxypyridineHCID 5190612,3,6-Trifluorobenzyl bromide

생성물 1

HCID 200769692-Amino-3-(2,3,6-trifluorobenzyloxy)pyridine

시약·촉매·용매 2

HCID 21218Trioctylmethylammonium chloride촉매HCID 962Water용매

실험 절차

A mixture of 2-amino-3-hydroxy pyridine (2.44 g, 0.022 mol), dichloromethane (20 ml) and 40% aqueous sodium hydroxide solution (20 ml) was stirred for five minutes, then 2,3,6-trifluorobenzyl bromide (5.00 g, 0.022 mol) and Adogen 464 (3 ml) were added and stirring continued for 16 hours. The mixture was diluted with water and extracted with dichloromethane. Drying and evaporation of the organic extracts, and trituration with ether gave the desired product. Yield 2.94 g (53%), m.p. 108°-110 ° C.

후처리

  1. stirringstirring
  2. waitcontinued for 16 hours
  3. extractionextracted with dichloromethane
  4. customDrying
  5. customevaporation of the organic extracts, and trituration with ether

출처 및 근거

ORD 기록
ord-e93fa94ce9d04cc391c08702c8be4d00
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05409943

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