Methyl iodide → HCID 69707075, Verbindung

HRID 345811Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 345811
[CH2:1]([N:8]1[CH2:12][C@@H:11]([OH:13])[C@H:10]([NH:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[H][H].[CH3:27]I>O1CCCC1>[CH2:1]([N:8]1[CH2:12][C@@H:11]([O:13][CH3:27])[C@H:10]([NH:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 69706831trans-1-Benzyl-3-benzylmethylamino-4-hydroxypyrrolidineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 69707075HCID 69707075, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

17.3 g (58 mmol) of crude trans-1-benzyl-3-benzylmethylamino-4-hydroxy-pyrrolidine in 80 ml of absolute tetrahydrofuran are added dropwise to 2.8 g (93.3 mmol) of 80% strength sodium hydride in 40 ml of absolute tetrahydrofuran and the mixture is heated under reflux at the same time. When the evolution of hydrogen has ended, 8.7 g (61 mmol) of methyl iodide are added dropwise and the mixture is then heated under reflux overnight. It is poured into ice-water and extracted with toluene, the extracts are dried with K2CO3 and concentrated and the residue is distilled.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureunder reflux at the same time
  3. temperaturethe mixture is then heated
  4. temperatureunder reflux overnight
  5. extractionextracted with toluene
  6. dry with materialthe extracts are dried with K2CO3
  7. concentrationconcentrated
  8. distillationthe residue is distilled

Quellen und Nachweise

ORD-Eintrag
ord-fe6b6cd758c242288ed427d50ddacd91
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05059597

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