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Aminoacetaldehyde dimethyl acetal → N-(3,5-difluoro-4-methoxybenzyl)-aminoacetaldehyde dimethyl acetal

HRID 981573
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 981573
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:12])[C:9]=1[O:10][CH3:11])[CH:5]=O.[CH3:13][O:14][CH:15]([O:18][CH3:19])[CH2:16][NH2:17].[BH4-].[Na+]>C(O)C>[CH3:13][O:14][CH:15]([O:18][CH3:19])[CH2:16][NH:17][CH2:5][C:4]1[CH:3]=[C:2]([F:1])[C:9]([O:10][CH3:11])=[C:8]([F:12])[CH:7]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 4311764Sodium borohydrideHCID 144508603,5-Difluoro-4-methoxybenzaldehyde

Produkt 1

HCID 14450862N-(3,5-difluoro-4-methoxybenzyl)-aminoacetaldehyde dimethyl acetalAusbeute 96,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

3,5-Difluoro-4-methoxybenzaldehyde (3.38 g, 0.0196 mole) was added to aminoacetaldehyde dimethyl acetal (2.14 ml, 0.0196 mole) and the mixture was heated at 100° C. for 2 hours. The reaction mixture was cooled in ice, diluted with ethyl alcohol (35 ml), and sodium borohydride (0.743 g., 0.0196 mole) was added and the mixture was stirred overnight at 25° C. The solvent was removed under reduced pressure, the residue was dissolved in ethyl acetate, and the solution was washed with water and brine and then dried with sodium sulfate. The mixture was filtered, and the solvent removed under reduced pressure to give N-(3,5-difluoro-4-methoxybenzyl)-aminoacetaldehyde dimethyl acetal as an oil (4.94 g, 96%).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled in ice
  2. additionwas added
  3. customThe solvent was removed under reduced pressure
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. washthe solution was washed with water and brine
  6. dry with materialdried with sodium sulfate
  7. filtrationThe mixture was filtered
  8. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a8a08d2d6cc84142aa32ff5792554b9f
Quelldatensatz
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04992459

Notizen zur Reaktion

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