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Dicyclohexylcarbodiimide → 428452-46-4

HRID 2415644
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2415644
[F:1][C:2]([F:10])([CH2:6][C:7]([OH:9])=[O:8])[C:3]([OH:5])=[O:4].[CH:11]1(N=C=NC2CCCCC2)CCCCC1>C1COCC1>[CH3:11][O:4][C:3](=[O:5])[C:2]([F:10])([F:1])[CH2:6][C:7]([OH:9])=[O:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 10868DicyclohexylcarbodiimideHCID 695812,2-Difluorosuccinic acid

Produkt 1

HCID 13935575428452-46-4Ausbeute 77,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Commercially available 2,2-difluorosuccinic acid (8.0 g, 51.9 mmol) was dissolved in THF and cooled on ice before addition of 1,3-dicyclohexylcarbodiimide (11.8 g, 57.2 mmol). The mixture was stirred at room temperature for 3 hours, cooled and filtered. The filtrate was concentrated in vacuo. The residue was stirred with methanol (50 ml) for 3 hours at room temperature and then solvents were removed in vacuo to afford the crude ester as an oil (8.4 g). The oil was purified by column chromatography on silica gel column and elution with a 0-100% ethyl acetate/toluene gradient to afford 2,2-difluorosuccinic acid 1-methyl ester as a colorless oil (6.8 g).

Aufarbeitung

  1. temperaturecooled
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo
  4. stirringThe residue was stirred with methanol (50 ml) for 3 hours at room temperature
  5. customsolvents were removed in vacuo
  6. customto afford the crude ester as an oil (8.4 g)
  7. customThe oil was purified by column chromatography on silica gel column and elution with a 0-100% ethyl acetate/toluene gradient

Quellen und Nachweise

ORD-Eintrag
ord-cd6f12bc4f3f45308e5b34d9da9ad1b1
Quelldatensatz
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06821960B2

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