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Dimethylformamide → 3,3,3-Trifluoro-2,2-dimethyl-propionamide

HRID 1807696
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1807696
C(Cl)(=O)C(Cl)=O.[F:7][C:8]([F:16])([F:15])[C:9]([CH3:14])([CH3:13])[C:10](O)=[O:11].C[N:18](C=O)C>C(Cl)Cl>[F:7][C:8]([F:16])([F:15])[C:9]([CH3:14])([CH3:13])[C:10]([NH2:18])=[O:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 198673673,3,3-Trifluoro-2,2-dimethylpropanoic acid

Produkt 1

HCID 575162793,3,3-Trifluoro-2,2-dimethyl-propionamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Oxalyl chloride (140.8 mmol) was added dropwise to a solution of 3,3,3-trifluoro-2,2-dimethyl-propionic acid [889940-13-0] (128 mmol) in CH2Cl2 (128 mL) at 0° C. Added a few dr DMF until gas evolution was observed and then continued stirring for 30 min. After warming to rt and stirring overnight, the reaction mixture was concentrated (40° C., 00 mbar). The residue was dissolved in THF (128 mL), cooled to 0° C. and then slowly treated with a solution of concentrated aqueous ammonia (64 mL). After stirring at 0° C. for 30 min and then at rt for 4 h, the reaction mixture was concentrated to half its volume to give a thick white suspension. After filtering and drying, the title compound was obtained as a white solid. ESI-MS: [M+H]+ 156.

Aufarbeitung

  1. stirringstirring overnight
  2. concentrationthe reaction mixture was concentrated (40° C., 00 mbar)
  3. dissolutionThe residue was dissolved in THF (128 mL)
  4. temperaturecooled to 0° C.
  5. additionslowly treated with a solution of concentrated aqueous ammonia (64 mL)
  6. stirringAfter stirring at 0° C. for 30 min
  7. waitat rt for 4 h
  8. concentrationthe reaction mixture was concentrated to half its volume
  9. customto give a thick white suspension
  10. filtrationAfter filtering
  11. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-b778f621d1474fa3ba94af52bb696b47
Quelldatensatz
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08357707B2

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