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

HRID 1087186노트

반응식

HRID 1087186 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-dc4702a2dac9434bb54d0b0ac3a1712f
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05034417

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