Propyl mercaptan → Methyl-4-(Propylthio)Butyrate

HRID 649348

Reaktionsgleichung

Reaktionsgleichung von HRID 649348
[CH3:1][O:2][C:3](=[O:8])[CH2:4][CH2:5][CH2:6]Cl.C[O-].[Na+].[CH2:12]([SH:15])[CH2:13][CH3:14]>O>[CH3:1][O:2][C:3](=[O:8])[CH2:4][CH2:5][CH2:6][S:15][CH2:12][CH2:13][CH3:14]

Komponenten

5

Edukt 3

HCID 7848Propyl mercaptan2×HCID 76612Butanoic acid, 4-chloro-, methyl ester3×HCID 10942334Sodium Methoxide2×

Produkt 1

HCID 20143889Methyl-4-(Propylthio)Butyrate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Into a 1 liter reaction flask equipped with electric stirrer, reflux condenser, thermometer, addition funnel and cooling bath are placed 68.2 grams (0.5 moles) of methyl-4-chlorobutyrate having the structure: ##STR129## The methyl-4-chlorobutyrate is cooled to 20° C. The mixture of sodium methoxide and n-propyl mercaptan is then poured into the addition funnel. Over a period of 30 minutes while maintaining the pot temperature at 20°-30° C. the premix of n-propyl mercaptan and sodium methoxide is added slowly to the methyl-4-chlorobutyrate reactant. The reaction is exothermic and requires cooling. At the end of the 0.5 hour period, the reaction mass is stirred for a period of 1 hour and the temperature of the reaction mass is permitted to rise to 43° C. The reaction mass is then combined with 500 ml water and transferred to a separatory funnel. The resulting product is then extracted with three 50 ml portions of methylene dichloride. The methylene dichloride extract is then dried over anhydrous sodium sulfate, filtered and distilled on a micro Vigreux column yielding the following fractions:

Aufarbeitung

  1. customInto a 1 liter reaction flask
  2. customequipped with electric stirrer
  3. temperaturereflux condenser
  4. additionthermometer, addition funnel
  5. temperaturecooling bath
  6. additionis then poured into the addition funnel
  7. temperatureOver a period of 30 minutes while maintaining the pot temperature at 20°-30° C. the
  8. temperaturerequires cooling
  9. customto rise to 43° C
  10. customtransferred to a separatory funnel
  11. extractionThe resulting product is then extracted with three 50 ml portions of methylene dichloride
  12. extractionThe methylene dichloride extract
  13. dry with materialis then dried over anhydrous sodium sulfate
  14. filtrationfiltered
  15. distillationdistilled on a micro Vigreux column
  16. customyielding the following fractions

Quellen und Nachweise

ORD-Eintrag
ord-2abfc82feadb4d4d8e8ef71bddab70fb
Quelldatensatz
uspto-grants-1988_04
Patentnummer
US04739105

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