Methanol → HCID 10515058, Verbindung

HRID 1654983

Reaktionsgleichung

Reaktionsgleichung von HRID 1654983
COC(OC)[N:4]([CH3:6])C.[NH:9]1[CH2:22][CH2:21][CH2:20][NH:19][CH2:18][CH2:17][NH:16][CH2:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.CO.[OH-].[Na+].[C:27]1(C)C=CC=C[CH:28]=1>O>[C:6]([CH2:27][CH2:28][N:9]1[CH2:22][CH2:21][CH2:20][NH:19][CH2:18][CH2:17][NH:16][CH2:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)#[N:4]

Komponenten

7

Edukt 5

HCID 887MethanolHCID 1140TolueneHCID 14798Sodium HydroxideHCID 649641,4,8,11-TetraazacyclotetradecaneHCID 78373Dimethylformamide dimethyl acetal

Produkt 1

HCID 10515058HCID 10515058, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

13.68 g (114.8 mmol) of dimethylformamide-dimethylacetal (under nitrogen) is added to 20.0 g (99.83 mmol) of 1,4,8,11-tetraazacyclotetradecane in 200 ml of absolute toluene. It is refluxed slowly and the solvent is distilled off in this way. Then, it is concentrated by evaporation under reduced pressure. The residue is cooled to room temperature. 6.36 g (119.8 mmol) of acrylic acid nitrile is instilled under a nitrogen atmosphere and heated slowly to 75° C. It is stirred for 9 hours at this temperature. It is cooled to room temperature and a mixture of 120 ml of methanol/30 ml of water is added. It is stirred for 10 minutes at room temperature. Then, 11.98 g (299.5 mmol) of sodium hydroxide is added and it is stirred for 24 hours at 40° C. It is evaporated to dryness in a vacuum and the residue is extracted 3 times with hot toluene (80° C.). The organic phase is dried on potassium hydroxide and concentrated by evaporation in a vacuum.

Aufarbeitung

  1. temperatureIt is refluxed slowly
  2. distillationthe solvent is distilled off in this way
  3. concentrationThen, it is concentrated by evaporation under reduced pressure
  4. temperatureheated slowly to 75° C
  5. temperatureIt is cooled to room temperature
  6. additionis added
  7. stirringIt is stirred for 10 minutes at room temperature
  8. stirringit is stirred for 24 hours at 40° C
  9. customIt is evaporated to dryness in a vacuum
  10. extractionthe residue is extracted 3 times with hot toluene (80° C.)
  11. customThe organic phase is dried on potassium hydroxide
  12. concentrationconcentrated by evaporation in a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d9b9d30967e445fb9581ec7680003df2
Quelldatensatz
uspto-grants-1995_04
Patentnummer
US05410043

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