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Methylamine → 3-(tert-Butyldimethylsiloxymethyl)benzylamine

HRID 1006068
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1006068
C[NH2:2].[O:3]([CH2:11][C:12]1[CH:13]=[C:14]([CH:27]=[CH:28][CH:29]=1)[CH2:15]C1C=CC=C2C(NC(=O)C=12)=O)[Si:4]([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:6])[CH3:5]>C(O)C>[O:3]([CH2:11][C:12]1[CH:13]=[C:14]([CH:27]=[CH:28][CH:29]=1)[CH2:15][NH2:2])[Si:4]([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:6])[CH3:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 22675315HCID 22675315, Verbindung

Produkt 1

HCID 220499793-(tert-Butyldimethylsiloxymethyl)benzylamineAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Methylamine (a 30% ethanol solution, 400 mL) was added to a solution of 3-(tert-butyldimethylsiloxymethyl)benzylphthalimide (11.93 g, 31.3 mmol) in ethanol (200 mL) at room temperature, and the resulting mixture was stirred at room temperature for 5 minutes and then at 90° C. for 3 hours. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with diethyl ether and stirred at room temperature for 30 minutes. The reaction solution was concentrated under reduced pressure at 20° C. and the residue was diluted with diethyl ether (300 mL), and ultrasonic waves were applied thereto for 1 hour. The resulting cloudy liquid was filtered and the filtrate was concentrated under reduced pressure at 20° C. to obtain the title compound (6.23 g, 79%) as a white solid.

Aufarbeitung

  1. waitat 90° C. for 3 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionthe residue was diluted with diethyl ether
  4. stirringstirred at room temperature for 30 minutes
  5. concentrationThe reaction solution was concentrated under reduced pressure at 20° C.
  6. additionthe residue was diluted with diethyl ether (300 mL), and ultrasonic waves
  7. waitfor 1 hour
  8. filtrationThe resulting cloudy liquid was filtered
  9. concentrationthe filtrate was concentrated under reduced pressure at 20° C.

Quellen und Nachweise

ORD-Eintrag
ord-5098ddcf13a74b65b237e7311e8fa6e2
Quelldatensatz
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06787560B2

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