Sodium Trifluoroacetate → HCID 11745639、化合物

HRID 1449621ノート

反応式

HRID 1449621 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

HCID 11745639HCID 11745639、化合物収率 37%

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
160 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2663fa617e9048648adb15c309d5b1e1
出典データセット
uspto-grants-1997_02
特許番号
US05599832

反応ノート

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