Water → [3-(2,6-Dichloro-4-trifluoromethylphenyl)phenyl]isopropyl sulfide

HRID 1823155노트

반응식

HRID 1823155 반응식
[CH:1]([S:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7](I)[CH:6]=1)([CH3:3])[CH3:2].C([Li])CCC.[Cl:17][C:18]1[CH:19]=[C:20]([C:26]([F:29])([F:28])[F:27])[CH:21]=[C:22]([Cl:25])[C:23]=1F.O>C1C=CC=CC=1.CCCCCC.C(OCC)C>[Cl:17][C:18]1[CH:19]=[C:20]([C:26]([F:27])([F:28])[F:29])[CH:21]=[C:22]([Cl:25])[C:23]=1[C:7]1[CH:6]=[C:5]([S:4][CH:1]([CH3:3])[CH3:2])[CH:10]=[CH:9][CH:8]=1

참가 물질

8

실험 절차

1.0 g (3.6 mmol) of 3-iodophenyl isopropyl sulfide was stirred in 10 ml of dry benzene in a nitrogen stream at room temperature, while 2.8 ml of a n-butyllithium solution in hexane (1.56 mol/l) was added dropwise. The resulting reaction mixture was stirred at room temperature for another 2 hours and cooled to 10° C., and 1.0 g (4.3 mmol) of 3,5-dichloro-4-fluorobenzotrifluoride in 50 ml of diethyl ether was added dropwise. The resulting reaction mixture was stirred at room temperature for further 12 hours and poured into 100 ml of water for separation. The organic layer was washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 0.5 g of [3-(2,6-dichloro-4-trifluoromethylphenyl)phenyl]isopropyl sulfide (yield 38.0%) as a colorless liquid (nD20 1.5675).

후처리

  1. additionwas added dropwise
  2. customThe resulting reaction mixture
  3. temperaturecooled to 10° C.
  4. customThe resulting reaction mixture
  5. stirringwas stirred at room temperature for further 12 hours
  6. washThe organic layer was washed with 50 ml of water twice
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. customPurification of the residue by silica gel column chromatography

출처 및 근거

ORD 기록
ord-e141bce0a1034dbeacffac2a9115ef5d
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07037930B2

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