Hydrochloric Acid → 4H-Thiopyran-4-one, 3,5-bis[(4-chlorophenyl)methylene]tetrahydro-

HRID 1447798

Reaktionsgleichung

Reaktionsgleichung von HRID 1447798
[S:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1.[Cl:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1.[ClH:17]>C(O)C>[Cl:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[C:3]2[C:4](=[O:7])[C:5](=[CH:13][C:12]3[CH:15]=[CH:16][C:9]([Cl:17])=[CH:10][CH:11]=3)[CH2:6][S:1][CH2:2]2)=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 77264-ChlorobenzaldehydeHCID 66173Tetrahydrothiopyran-4-one

Produkt 1

HCID 3824694H-Thiopyran-4-one, 3,5-bis[(4-chlorophenyl)methylene]tetrahydro-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of tetrahydro-4H-thiopyran-4-one (10.0 g, 0.086 mole) and 4-chlorobenzaldehyde (24.0 g, 0.172 mole) in 60 ml ethanol is treated with 6 ml of concentrated HCl and heated at reflux temperature for 2 hours. Upon cooling, 10 g of product is collected. Concentration of the mother liquor and washings to the original volume and adding additional concentrated HCl (4 ml) gives another 12 g of product. The combined crude material, recrystallized from CHCl3 /EtOH gives 15 g of product, m.p. 163°-165°.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux temperature for 2 hours
  3. temperatureUpon cooling
  4. custom10 g of product is collected
  5. additionConcentration of the mother liquor and washings to the original volume and adding additional concentrated HCl (4 ml)

Quellen und Nachweise

ORD-Eintrag
ord-2bd5ea5095644b83ac5cf7d37e8ae736
Quelldatensatz
uspto-grants-1979_12
Patentnummer
US04178379

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