Acetic Acid → HCID 14154747, Verbindung

HRID 2291832Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2291832
[OH-].[Na+].C([S:6][C@H:7]1[CH:12]2[CH2:13][CH2:14][N:9]([CH2:10][CH2:11]2)[CH2:8]1)(=O)C.C(O)(=O)C>CO>[SH:6][C@H:7]1[CH:12]2[CH2:13][CH2:14][N:9]([CH2:10][CH2:11]2)[CH2:8]1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 57090587HCID 57090587, Verbindung

Produkt 1

HCID 14154747HCID 14154747, VerbindungAusbeute 53,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

10N aqueous sodium hydroxide solution (30 cc) is added slowly to a solution of (3S)-3-(acetylthio)quinuclidine (29 g) in methanol (30 cc) maintained at approximately 25° C. The reaction mixture is stirred for 2 hours at a temperature in the region of 20° C. The pH of the reaction mixture is then brought to a value in the region of 9 by adding acetic acid (approximately 10 cc). The mixture obtained is extracted with methylene chloride (3×100 cc). The combined organic phases are dried over sodium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) and 30° C. The residue obtained is purified by distillation under reduced pressure (970 Pa). (3S)-3-Mercaptoquinuclidine (12 g) is thereby obtained in the form of white crystals which melt at 46° C. and distil at 95° C. under 970 Pa (αD20 =-118°, C=1.1, methanol).

Aufarbeitung

  1. customThe mixture obtained
  2. extractionis extracted with methylene chloride (3×100 cc)
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure (2.7 kPa) and 30° C
  6. customThe residue obtained
  7. distillationis purified by distillation under reduced pressure (970 Pa)

Quellen und Nachweise

ORD-Eintrag
ord-3175dcbadb1f4e7ba44dfe8d74444e52
Quelldatensatz
uspto-grants-1989_01
Patentnummer
US04798827

Notizen zur Reaktion

Wird geladen…