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

HRID 482784

반응식

HRID 482784 반응식
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

참가 물질

4

반응물 3

HCID 5943Carbon Tetrachloride2회HCID 24648Sulfuryl chlorideHCID 548731,3-Dithiolane, 2-(m-tolyl)-

생성물 1

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

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-64d6c9d2873a4bd29705c11354fec65e
출처 데이터셋
uspto-grants-1986_03
특허 번호
US04575565

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