Sodium Trifluoroacetate → HCID 11745639, 화합물

HRID 1449621노트

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HRID 1449621 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1I.[F:12][C:13]([F:18])([F:17])C([O-])=O.[Na+]>CN1CCCC1=O.O.[Cu]I>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:13]([F:18])([F:17])[F:12]

참가 물질

6

반응물 2

HCID 517019Sodium TrifluoroacetateHCID 110650591H-Indole, 2-iodo-1-methyl-

생성물 1

HCID 11745639HCID 11745639, 화합물수율 37%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
160 °C

실험 절차

A mixture of 1-methyl-2-iodoindole (4.40 g, 17.3 mmole), sodium trifluoroacetate (24.0 g, 176.5 mmole) and copper(I) iodide (17.1 g, 89.8 mmole) in N-methylpyrrolidone is heated at 160° C. for 6 hours, cooled to room temperature, diluted with water and filtered through diatomaceous earth to remove copper salts. The filtrate is extracted with ether. The extracts are combined, washed with water, dried over MgSO4 and concentrated in vacuo to give a residue. The residue is chromatographed using silica gel and 4:1 hexanes:ethyl acetate as eluent to give the title product as a pale yellow oil which crystallized on standing, 119 g (37% yield), mp 28°-32° C., identified by IR, 1HNMR and 19FNMR analyses.

후처리

  1. temperaturecooled to room temperature
  2. filtrationfiltered through diatomaceous earth
  3. customto remove copper salts
  4. extractionThe filtrate is extracted with ether
  5. washwashed with water
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo
  8. customto give a residue
  9. customThe residue is chromatographed

출처 및 근거

ORD 기록
ord-2663fa617e9048648adb15c309d5b1e1
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05599832

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