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Cyclooctylamine → N-(Cyclooctyl)-2-[bis(4-methoxymethoxyphenyl)methyl]benzylamine

HRID 36441
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 36441
[CH:1]1([NH2:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:10][O:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:36][O:37][CH3:38])=[CH:31][CH:30]=2)[C:21]2[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=2[CH:23]=O)=[CH:16][CH:15]=1.[BH4-].[Na+]>C(O)C>[CH:1]1([NH:9][CH2:23][C:22]2[CH:25]=[CH:26][CH:27]=[CH:28][C:21]=2[CH:20]([C:17]2[CH:16]=[CH:15][C:14]([O:13][CH2:12][O:11][CH3:10])=[CH:19][CH:18]=2)[C:29]2[CH:30]=[CH:31][C:32]([O:35][CH2:36][O:37][CH3:38])=[CH:33][CH:34]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 2903CyclooctylamineHCID 4311764Sodium borohydrideHCID 199381432-[Bis(4-methoxymethoxyphenyl)methyl]benzaldehyde

Produkt 1

HCID 19938097N-(Cyclooctyl)-2-[bis(4-methoxymethoxyphenyl)methyl]benzylamineAusbeute 89,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

In 50 ml of ethanol was dissolved 0.69 g of cyclooctylamine. To the solution was added 1.96 g of 2-[bis(4-methoxymethoxyphenyl)methyl]benzaldehyde obtained by Reference Example 3, and the mixture was stirred overnight. Then, 0.85 g of sodium borohydride was added thereto, and the reaction mixture was stirred for 2 hours. Thereafter, the solvent was evaporated under reduced pressure, and water was added to the residue. The aqueous mixture was extracted with chloroform, and the organic layer was separated. The aqueous layer was extracted with chloroform, and the organic layer was combined and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography to afford 2.25 g of the desired product (Compound 77) as an oily matter.

Aufarbeitung

  1. customobtained by Reference Example 3
  2. stirringthe reaction mixture was stirred for 2 hours
  3. customThereafter, the solvent was evaporated under reduced pressure, and water
  4. additionwas added to the residue
  5. extractionThe aqueous mixture was extracted with chloroform
  6. customthe organic layer was separated
  7. extractionThe aqueous layer was extracted with chloroform
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customThe solvent was evaporated under reduced pressure
  10. customthe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c97e50d097fd4a3aae5ba7b68380f0cf
Quelldatensatz
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05413997

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