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

HRID 498946ノート

反応式

HRID 498946 の反応式
[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>[CH:1]([S:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:23]2[C:22]([Cl:25])=[CH:21][C:20]([C:26]([F:27])([F:29])[F:28])=[CH:19][C:18]=2[Cl:17])[CH:6]=1)([CH3:3])[CH3:2]

参加物

8

反応物 4

HCID 962WaterHCID 157026Benzene, 1,3-dichloro-2-fluoro-5-(trifluoromethyl)-HCID 221709411-Iodo-3-[(1-methylethyl)thio]benzeneHCID 178418339Butyllithium

生成物 1

HCID 22170936[3-(2,6-Dichloro-4-trifluoromethylphenyl)phenyl]isopropyl sulfide収率 38%

試薬・触媒・溶媒 3

HCID 241Benzene溶媒HCID 3283Diethyl Ether溶媒HCID 8058Hexane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-74cb2c0636f64891b051426a1a91a48e
出典データセット
uspto-grants-2010_08
特許番号
US07767626B2

反応ノート

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