Sodium Chloride → Arecoline

HRID 1979985

Reaktionsgleichung

Reaktionsgleichung von HRID 1979985
Br.[CH3:2][N:3]1[CH2:12][CH2:11][CH:10]=[C:5]([C:6]([O:8][CH3:9])=[O:7])[CH2:4]1.[Cl-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>O>[CH3:2][N:3]1[CH2:12][CH2:11][CH:10]=[C:5]([C:6]([O:8][CH3:9])=[O:7])[CH2:4]1

Komponenten

5

Edukt 3

HCID 5234Sodium ChlorideHCID 9301Arecoline HydrobromideHCID 10340Sodium Carbonate

Produkt 1

HCID 2230ArecolineAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Methyl 1,2,5,6-tetrahydro-1-methylnicotinate hydrobromide (Arecoline HBr) weighing 350 g, was dissolved in 600 ml of water. To this solution 50 g of sodium chloride was added and allowed to dissolve. To this solution approximately 400 ml of saturated sodium carbonate solution was added and the mixture extracted four times with (4×) 500 ml of ether. The combined ether extracts were dried over sodium sulfate and the ether evaporated under reduced pressure using a 40° water bath. The methyl 1,2,5,6-tetrahydro-1-methylnicotinate was distilled under aspirator vacuum to give 188 g (82%) of a pale yellow liquid with b.p. 85°/20 mm (pressure approximate). The free base was stored in a freezer.

Aufarbeitung

  1. dissolutionto dissolve
  2. extractionthe mixture extracted four times with (4×) 500 ml of ether
  3. dry with materialThe combined ether extracts were dried over sodium sulfate
  4. customthe ether evaporated under reduced pressure
  5. customusing a 40°
  6. distillationThe methyl 1,2,5,6-tetrahydro-1-methylnicotinate was distilled under aspirator vacuum

Quellen und Nachweise

ORD-Eintrag
ord-254aba9788f346829f5343485da1ae8f
Quelldatensatz
uspto-grants-1984_11
Patentnummer
US04483990

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