Hydrochloric Acid → N-Benzyl-N-(trimethylsilylmethyl)aminoacetonitrile

HRID 1360603Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1360603
Cl.[CH2:2]([NH:9][CH2:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C-:15]#[N:16].[K+].[CH2:18]=O>O1CCCC1>[CH2:2]([N:9]([CH2:18][C:15]#[N:16])[CH2:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 9032Potassium CyanideHCID 353458N-[(Trimethylsilyl)methyl]benzylamine

Produkt 1

HCID 560960N-Benzyl-N-(trimethylsilylmethyl)aminoacetonitrileAusbeute 100,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1 N Hydrochloric acid solution (119 mL) was added to N-benzyl-N-trimethylsilanylmethyl-amine (23.00 g, 119 mmol) and white precipitate formed. Tetrahydrofuran (650 mL), potassium cyanide (9.3 g, 143 mmol), and aqueous formaldehyde solution (37 wt. %, 12 mL, 155 mmol) were added to the reaction mixture and stirred at ambient temperature for 15 hours. The mixture was extracted with ether and separated and the combined organic layers were washed with water, dried over magnesium sulfate, and concentrated sequentially under reduced pressure and high vacuum at ambient temperature to afford 27.80 g of (N-Benzyl-N-trimethylsilanylmethyl-amino)acetonitrile.

Aufarbeitung

  1. customformed
  2. extractionThe mixture was extracted with ether
  3. customseparated
  4. washthe combined organic layers were washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated sequentially under reduced pressure and high vacuum at ambient temperature

Quellen und Nachweise

ORD-Eintrag
ord-c4b398f741d14dda90ff25337c8387d0
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879849B2

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