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Ammonia → 4,4,4-Trifluorobutanamide

HRID 570741
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 570741
[F:1][C:2]([F:9])([F:8])[CH2:3][CH2:4][C:5](O)=[O:6].C(Cl)(=O)C(Cl)=O.C[N:17](C=O)C.N>C1COCC1>[F:1][C:2]([F:9])([F:8])[CH2:3][CH2:4][C:5]([NH2:17])=[O:6]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 27770854,4,4-Trifluorobutanoic acid

Produkt 1

HCID 12725184,4,4-Trifluorobutanamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4,4,4-trifluorobutanoic acid (19.9 g) in THF (200 mL) were added oxalyl chloride (30.5 mL) and DMF (0.54 mL) at 0° C., and the mixture was stirred for 4 hr. The obtained reaction mixture was added to 28% aqueous ammonia (150 mL) at 0° C., and the mixture was stirred for 1 hr. The reaction mixture was filtration, and the filtrate was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The obtained solid was suspended in diisopropyl ether. The precipitate was collected by filtration, washed with diisopropyl ether, and dried to give the title compound (17.9 g) as a solid.

Aufarbeitung

  1. customThe obtained reaction mixture
  2. stirringthe mixture was stirred for 1 hr
  3. filtrationfiltration
  4. extractionthe filtrate was extracted with ethyl acetate
  5. washThe extract was washed with saturated brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. filtrationThe precipitate was collected by filtration
  9. washwashed with diisopropyl ether
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f1718379c0fe484c8a2c37e10a1e7cbd
Quelldatensatz
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09023858B2

Notizen zur Reaktion

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