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

Ethyl bromoacetate → (4-chloro-2-fluoro-9-trifluoromethyl-9H-fluoren-9-yloxy)-acetic acid ethyl ester

HRID 1798997
노트
인쇄 미리보기

반응식

HRID 1798997 반응식
[Cl:1][C:2]1[C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:15])[C:6]=2[CH:5]=[C:4]([F:16])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].C[Si](C)(C)[C:25]([F:28])([F:27])[F:26].[F-].[Cs+].Br[CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36]>O.CN(C)C=O>[CH2:38]([O:37][C:35](=[O:36])[CH2:34][O:15][C:7]1([C:25]([F:28])([F:27])[F:26])[C:6]2[CH:5]=[C:4]([F:16])[CH:3]=[C:2]([Cl:1])[C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH3:39]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 25953Cesium fluorideHCID 552549(Trifluoromethyl)trimethylsilaneHCID 594925814-Chloro-2-fluoro-fluoren-9-one

생성물 1

HCID 59492796(4-chloro-2-fluoro-9-trifluoromethyl-9H-fluoren-9-yloxy)-acetic acid ethyl ester

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a mixture of dimethylformamide (1000 ml) and 4-chloro-2-fluoro-fluoren-9-one (204 g) was added potassium carbonate (36.4 g), and the mixture was stirred in a water bath. To this mixture was added dropwise trimethyl(trifluoromethyl)silane (156 ml) over 30 min, and the mixture was further stirred at room temperature for 30 min. To the reaction mixture was added cesium fluoride (173 g), ethyl bromoacetate (75 ml) was added dropwise over 20 min, and the mixture was stirred at room temperature. Water (1000 ml) was added to the reaction mixture, and the mixture was placed in a separatory funnel, and extracted with ethyl acetate (1000 ml). The organic layer was washed twice with brine (water:saturated brine=4:1, 1000 ml) and once with saturated brine (500 ml), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title compound (360 g). The obtained residue was directly used for the next reaction without further purification.

후처리

  1. stirringthe mixture was further stirred at room temperature for 30 min
  2. additionwas added dropwise over 20 min
  3. stirringthe mixture was stirred at room temperature
  4. customthe mixture was placed in a separatory funnel
  5. extractionextracted with ethyl acetate (1000 ml)
  6. washThe organic layer was washed twice with brine (water:saturated brine=4:1, 1000 ml) and once with saturated brine (500 ml)
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-d46b871eabfd447181d4d7c538f19da7
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08343994B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트