Phenacyl bromide → 1,4-Dithiin, 2,3-dihydro-5-phenyl-

HRID 839388Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 839388
[CH2:1](Br)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=O.[CH2:11]([SH:14])[CH2:12][SH:13]>C1C=CC=CC=1>[C:4]1([C:2]2[S:13][CH2:12][CH2:11][S:14][CH:1]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

4

Edukt 2

HCID 6259Phenacyl bromideHCID 109021,2-Ethanedithiol

Produkt 1

HCID 6065711,4-Dithiin, 2,3-dihydro-5-phenyl-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

By following substantially the procedure of Example 4, Step A, phenacyl bromide (95.0 g.) and ethane-1,2-dithiol (40.0 ml.) in benzene (500 ml.) is allowed to stand for 2 days at room temperature (until gas chromatography indicates the absence of starting material). Solid by-product is removed by filtration and the filtrate is washed with aqueous sodium bicarbonate solution and water. The product solution is dried over anhydrous sodium sulfate. Solvent is removed by distillation and the residual oil is distilled at reduced pressure to afford 2-phenyl-5,6-dihydro-1,4-dithiin (47.2 g.; b.p. 140°-150° C./0.25 mm.). The product solidifies on standing and is recrystallized from methanol (m.p. 58.0°-59.0° C.).

Aufarbeitung

  1. customSolid by-product is removed by filtration
  2. washthe filtrate is washed with aqueous sodium bicarbonate solution and water
  3. dry with materialThe product solution is dried over anhydrous sodium sulfate
  4. customSolvent is removed by distillation
  5. distillationthe residual oil is distilled at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1c3baa47e6344938baa17c58475b81cb
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04094988

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