홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Ethyl trifluoroacetate → 1-(5-Bromopyridin-2-yl)-2,2,2-trifluoroethan-1-one

HRID 589187
노트
인쇄 미리보기

반응식

HRID 589187 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[Li]CCCC.[F:14][C:15]([F:22])([F:21])[C:16](OCC)=[O:17]>C1(C)C=CC=CC=1>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([C:16](=[O:17])[C:15]([F:22])([F:21])[F:14])=[N:3][CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 9794Ethyl trifluoroacetateHCID 693532,5-DibromopyridineHCID 178418339Butyllithium

생성물 1

HCID 672952111-(5-Bromopyridin-2-yl)-2,2,2-trifluoroethan-1-one수율 77%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
-78 °C

실험 절차

2,5-Dibromopyridine (7.11 g, 30 mmol) was dissolved in dry toluene (200 mL) and cooled to −78° C. n-BuLi (14.4 mL, 2.5 M in THF, 36 mmol) was added dropwise. The mixture was stirred at −78° C. for 2 hours and ethyl trifluoroacetate (6.39 g, 45 mmol) was added. The resulting mixture was allowed to warm to room temperature slowly and stirred at room temperature for 30 min. The reaction was quenched with NH4Cl (aq.) and extracted with EtOAc. The organics were dried and concentrated and the resulting residue was purified by column chromatography (silica gel, 0-30% EtOAc/Hexane) to give the product 1-(5-bromopyridin-2-yl)-2,2,2-trifluoroethanone (5.87 g).

후처리

  1. additionwas added dropwise
  2. temperatureto warm to room temperature slowly
  3. stirringstirred at room temperature for 30 min
  4. customThe reaction was quenched with NH4Cl (aq.)
  5. extractionextracted with EtOAc
  6. customThe organics were dried
  7. concentrationconcentrated
  8. customthe resulting residue was purified by column chromatography (silica gel, 0-30% EtOAc/Hexane)

출처 및 근거

ORD 기록
ord-5c306c56ab8a48539a268a1480bd2e0f
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09227971B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트