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

Water → 1-(2,2,2-Trifluoroethyl)-5-phenyl-1H-1,4-benzodiazepine-2(3H)-one

HRID 1458967
노트
인쇄 미리보기

반응식

HRID 1458967 반응식
[C:1]1([C:7]2[N:8]=[CH:9][C:10](=[O:18])[N:11]=[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=23)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[F:25][C:26]([F:30])([F:29])[CH2:27]I.O>CN(C=O)C>[F:25][C:26]([F:30])([F:29])[CH2:27][N:11]1[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8][CH2:9][C:10]1=[O:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 677091,1,1-Trifluoro-2-iodoethaneHCID 195994005-Phenyl-1,4-benzodiazepin-2-one

생성물 1

HCID 111416741-(2,2,2-Trifluoroethyl)-5-phenyl-1H-1,4-benzodiazepine-2(3H)-one

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

A solution of 5-phenyl-1,4-benzodiazepine-2-one (50 g, 0.211 mole) in DMF (100 mL) was treated with cesium carbonate (103.5 g, 0.317 mole) and trifluoroethyl iodide (109.7 g, 0.525 mole). The mixture was stirred at 50° C.-60° C. overnight. The reaction mixture was then poured into water (2 L) and extracted with ethyl acetate (3×1 L). The combined ethyl acetate fractions were dried over anhydrous magnesium sulfate, filtered and concentrated at reduced pressure. The material was chromatographed on silica gel (1.5 Kg) eluting with 1:1 ethyl acetate/heaxane. The combined pure fractions were concentrated at reduced pressure. The residue was swished with warm ethyl ether, cooled and filtered to give the product. MP=130°-131° C.; 1H NMR CDCl3, δ7.65-7.60 (m, 2H), 7.60-7.45 (m, 5H), 7.40-7.20(m, 2H), 5.25 (dq, J=14, 8.6 Hz, 1H), 4.82(d, J=10.5 Hz, 1H), 4.15 (app sextet, J=8.6 Hz, 1H), 3.81 (d, J=10.5 Hz, 1H).

후처리

  1. extractionextracted with ethyl acetate (3×1 L)
  2. dry with materialThe combined ethyl acetate fractions were dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated at reduced pressure
  5. customThe material was chromatographed on silica gel (1.5 Kg)
  6. washeluting with 1:1 ethyl acetate/heaxane
  7. concentrationThe combined pure fractions were concentrated at reduced pressure
  8. temperaturecooled
  9. filtrationfiltered
  10. customto give the product

출처 및 근거

ORD 기록
ord-73a38587b1da494baf2a1ac86597cc4e
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05852010

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트