Benzene → 4,4-Dimethylthiochroman

HRID 1707600

反応式

HRID 1707600 の反応式
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

参加物

5

反応物 4

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

生成物 1

HCID 110194304,4-Dimethylthiochroman

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-6ef7cef151484cf9af3aa615ec01292c
出典データセット
uspto-grants-1994_10
特許番号
US05354752

関連ノート

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