Carbon Tetrachloride → Benzene, 1-methyl-3-(trichloromethyl)-

HRID 482784ノート

反応式

HRID 482784 の反応式
S(Cl)(Cl)(=O)=O.[CH3:6][C:7]1[CH:8]=[C:9](C2SCCS2)[CH:10]=[CH:11][CH:12]=1.[C:18]([Cl:22])(Cl)([Cl:20])[Cl:19]>>[CH3:6][C:7]1[CH:12]=[C:11]([C:18]([Cl:22])([Cl:20])[Cl:19])[CH:10]=[CH:9][CH:8]=1

参加物

4

反応物 3

HCID 5943Carbon Tetrachloride2 回HCID 24648Sulfuryl chlorideHCID 548731,3-Dithiolane, 2-(m-tolyl)-

生成物 1

HCID 599554Benzene, 1-methyl-3-(trichloromethyl)-収率 89.9%

実験手順

0.38 moles of sulfuryl chloride in an equal volume of carbon tetrachloride was added dropwise to 21.6 gm (0.11 moles) of 2-(3-methylphenyl)-1,3-dithiolane dissolved in 22 mls of carbon tetrachloride while refluxing and stirring. After the addition, the reaction mixture was stirred for 1 hour at reflux and allowed to cool to room temperature. The solvent was evacuated and the residue Kugelrohr distilled at 65°-70° C. (0.43 mm/Hg) to give 18.32 gm (89.9% yield) of product. NMR and Gas Chromatograph/Mass Spectrometry (GC/MS) Analysis: 1H--NMR (CCl4) δ2.27 (S, CH3), 6.9 to 7.2 and 7.5 to 7.65 (m+ 4H, aryl protons); GCMS (70 ev), M/e (% rel. int.) 212 (M +4, 4), 210 (M+ +2, 12), 208 (M+, 13), 177 (13), 175 (79), 173 (100), 138 (15), 103 (26), 102 (25), 101 (19), 87 (20), 86 (16), 77 (23), 75 (19), 69 (22), 68 (24), 51 (64).

後処理

  1. temperaturewhile refluxing
  2. additionAfter the addition
  3. stirringthe reaction mixture was stirred for 1 hour
  4. temperatureat reflux
  5. customThe solvent was evacuated
  6. distillationthe residue Kugelrohr distilled at 65°-70° C. (0.43 mm/Hg)

出典と根拠

ORDレコード
ord-64d6c9d2873a4bd29705c11354fec65e
出典データセット
uspto-grants-1986_03
特許番号
US04575565

反応ノート

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