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3-Hydroxypyridine → 3-Pyridyl 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate

HRID 462649
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HRID 462649 반응식
[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10](Cl)=[O:11].C(N(CC)CC)C.[OH:32][C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10]([O:32][C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1)=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 79713-HydroxypyridineHCID 8471TriethylamineHCID 30177655-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoyl chloride

생성물 1

HCID 134756563-Pyridyl 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate수율 70.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a stirred solution of 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl chloride (3.79 g, 0.01 mole) and triethyl amine (1.01 g, 0.01 mole) in toluene (50 ml) was added 3-hydroxypyridine (0.95 g, 0.01 mole). The temperature exothermed to 33° C. and there was an immediate precipitate. The reaction was then refluxed for 24 hours, cooled to room temperature and the triethylamine hydrochloride precipitate collected by filtration. The toluene solution was washed with dilute sodium hydroxide solution and then with saturated sodium chloride solution. After drying and evaporation of the solvent there was obtained 3.1 g of brown oil which solidified. This was triturated with hexane and the solid filtered and dried to give a tan product, m.p. 65°-68° C.

후처리

  1. customexothermed to 33° C.
  2. temperatureThe reaction was then refluxed for 24 hours
  3. filtrationthe triethylamine hydrochloride precipitate collected by filtration
  4. washThe toluene solution was washed with dilute sodium hydroxide solution
  5. customAfter drying
  6. customevaporation of the solvent there

출처 및 근거

ORD 기록
ord-db7961b217924eacadb71753c875ceb0
출처 데이터셋
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04517010

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