Acetaldehyde → N-ethyl-N-(trifluoroethyl)amine hydrochloride

HRID 1094724Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1094724
[ClH:1].[F:2][C:3]([F:7])([F:6])[CH2:4][NH2:5].[CH2:8](N(CC)CC)[CH3:9].C(=O)C.[BH4-].[Na+]>CO>[ClH:1].[CH2:8]([NH:5][CH2:4][C:3]([F:7])([F:6])[F:2])[CH3:9]

Komponenten

6

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 2,2,2-trifluoroethylamine hydrochloride (0.5 g, 3.7 mmol) in MeOH (5 mL) was added triethylamine (0.51 mL, 0.37 mmol) followed by acetaldehyde (1.0 mL, excess). The reaction mixture was then stirred at 0° C. for 3 h. Sodium borohydride (1 g, 5.9 mmol) was then added and the reaction mixture was stirred at 0° C. for 20 min. The reaction was quenched with 1M NaOH (10 mL) and the aqueous layer was extracted with DCM (25 mL). The organic layer was separated and to it was added 2M HCl in Et2O (10 mL). The resultant precipitate was filtered to give 0.45 g of N-ethyl-2,2,2-trifluoroethanamine hydrochloride, (yield: 75%).

Aufarbeitung

  1. stirringthe reaction mixture was stirred at 0° C. for 20 min
  2. customThe reaction was quenched with 1M NaOH (10 mL)
  3. extractionthe aqueous layer was extracted with DCM (25 mL)
  4. customThe organic layer was separated and to it
  5. additionwas added 2M HCl in Et2O (10 mL)
  6. filtrationThe resultant precipitate was filtered

Quellen und Nachweise

ORD-Eintrag
ord-57653ee4763c4c8dadf7e43c8a6e9a1d
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08133998B2

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