Diethyl Ether → 4'-Nitro-3'-[2-(trifluoromethyl)phenylthio]acetophenone

HRID 1087186ノート

反応式

HRID 1087186 の反応式
Cl[C:2]1[CH:3]=[C:4]([C:11](=[O:13])[CH3:12])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[F:14][C:15]([F:24])([F:23])[C:16]1[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=1[S-:18].[Li+].CCOCC.C(OCC)(=O)C>C1(C)C=CC=CC=1.O>[N+:8]([C:7]1[CH:6]=[CH:5][C:4]([C:11](=[O:13])[CH3:12])=[CH:3][C:2]=1[S:18][C:17]1[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=1[C:15]([F:14])([F:23])[F:24])([O-:10])=[O:9]

参加物

7

反応物 4

HCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 104427551-(3-Chloro-4-nitrophenyl)ethanoneHCID 67871513Lithium 2-(trifluoromethyl)thiophenoxide

生成物 1

HCID 102466754'-Nitro-3'-[2-(trifluoromethyl)phenylthio]acetophenone

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

A solution of 3'-chloro-4'-nitroacetophenone (2.7 g) in toluene (50 ml) was added to a stirred solution of lithium 2-(trifluoromethyl)thiophenoxide [4.4 g; Aust. J. Chem. 32 2313 (1979)]in ether (142 ml) at 0° C. The mixture was stirred at room temperature for 2 hours and refluxed for 20 minutes. The resulting mixtures were added ethyl acetate and water, and the organic layer was washed with water, dried and evaporated. The oily residue was purified by column chromatography on silica gel (70 g) eluting with toluene to give a yellow oil of 4'-nitro-3'-[2-(trifluoromethyl)phenylthio]acetophenone (1.3 g).

後処理

  1. customat 0° C
  2. temperaturerefluxed for 20 minutes
  3. washthe organic layer was washed with water
  4. customdried
  5. customevaporated
  6. customThe oily residue was purified by column chromatography on silica gel (70 g)
  7. washeluting with toluene

出典と根拠

ORDレコード
ord-dc4702a2dac9434bb54d0b0ac3a1712f
出典データセット
uspto-grants-1991_07
特許番号
US05034417

反応ノート

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