Benzene → 4,4-Dimethylthiochroman

HRID 1534506

반응식

HRID 1534506 반응식
C1([CH:7]([S:12]C(C2C=CC=CC=2)C=C(C)C)[CH:8]=[C:9]([CH3:11])[CH3:10])C=CC=CC=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.P(=O)(O)(O)O.[CH:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>>[CH3:10][C:9]1([CH3:11])[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[S:12][CH2:7][CH2:8]1

참가 물질

5

반응물 4

HCID 241BenzeneHCID 1004Phosphoric AcidHCID 14812Phosphorus oxide (P4O10)HCID 54518102Phenyl-3-methylbut-2-enylsulfide

생성물 1

HCID 110194304,4-Dimethylthiochroman

실험 절차

To a solution of 15.48 g (86.824 mmol) of phenyl-3-methylbut-2-enylsulfide (from Example 1) in 160 ml benzene were added successively 12.6 g (88.767 mmol) of phosphorus pentoxide and 11 ml of 85% phosphoric acid. This solution was refluxed with vigorous stirring under argon for 20 hours, then cooled to room temperature. The supernatant organic layer was decanted and the syrupy residue extracted with 3×50 ml ether. Organic fractions were combined and washed with water, saturated NaHCO3 and saturated NaCl solution and then dried (MgSO4). Solvent was removed in vacuo and the residue purified by kugelrohr distillation (80° C., 0.5 mm) to give the title compound as a pale yellow oil.

후처리

  1. temperatureThis solution was refluxed
  2. customThe supernatant organic layer was decanted
  3. extractionthe syrupy residue extracted with 3×50 ml ether
  4. washwashed with water, saturated NaHCO3 and saturated NaCl solution
  5. dry with materialdried (MgSO4)
  6. customSolvent was removed in vacuo
  7. distillationthe residue purified by kugelrohr distillation (80° C., 0.5 mm)

출처 및 근거

ORD 기록
ord-6f6bf27f663a4d5ba36952e93cf3af8f
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05089509

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