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Pyridine → 2-bromo-N-(4-(trifluoromethoxy)phenyl)propanamide

HRID 1655552
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HRID 1655552 반응식
[Br:1][CH:2]([CH3:6])[C:3](Cl)=[O:4].Cl.[F:8][C:9]([F:19])([F:18])[O:10][C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=1.N1C=CC=CC=1>C(Cl)Cl>[Br:1][CH:2]([CH3:6])[C:3]([NH:15][C:14]1[CH:16]=[CH:17][C:11]([O:10][C:9]([F:8])([F:18])[F:19])=[CH:12][CH:13]=1)=[O:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 979802-Bromopropanoyl chlorideHCID 27810604-(trifluoromethoxy)aniline Hydrochloride

생성물 1

HCID 197926812-bromo-N-(4-(trifluoromethoxy)phenyl)propanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 4.02 g (23.4 mmol) of 2-bromopropionyl chloride in 10 ml of methylene chloride was added to an ice-cooled solution of 5.0 g (23.4 mmol) of 4-(trifluoromethoxy)aniline hydrochloride, 4.65 g (59 mmol) of pyridine and 30 ml of methylene chloride. The mixture was stirred at ambient temperature for a period of 2.5 hours and then washed with two portions of dilute aqueous HCl and two portions of saturated aqueous sodium bicarbonate, dried over MgSO4, treated with charcoal, filtered and the filtrates evaporated to dryness. The residue was recrystallized from methylcyclohexane to give 5.43 g 74 percent of theoretical) of the above-named product as colorless crystals, m.p. 111°-112° C.

후처리

  1. washwashed with two portions of dilute aqueous HCl and two portions of saturated aqueous sodium bicarbonate
  2. dry with materialdried over MgSO4
  3. additiontreated with charcoal
  4. filtrationfiltered
  5. customthe filtrates evaporated to dryness
  6. customThe residue was recrystallized from methylcyclohexane

출처 및 근거

ORD 기록
ord-dd9c798f3f424ef982fb3206e63b003d
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05250690

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