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Acetonitrile → 6-Bromo-5,5,6,6-tetrafluorohexane methacrylate

HRID 333112
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 333112
[C:1]([O:6]C(=O)C(C)=C)(=[O:5])[C:2]([CH3:4])=[CH2:3].C(#N)C.[Br:15][C:16]([F:26])([F:25])[C:17]([F:24])([F:23])[CH2:18][CH2:19][CH2:20][CH2:21]O.C(N(CC)CC)C>O>[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[Br:15][C:16]([F:25])([F:26])[C:17]([F:23])([F:24])[CH2:18][CH2:19][CH2:20][CH3:21]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 12974Methacrylic anhydrideHCID 232369226-Bromo-5,5,6,6-tetrafluorohexan-1-ol

Produkt 1

HCID 866605466-Bromo-5,5,6,6-tetrafluorohexane methacrylateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Versuchsvorschrift

A 300 mL reactor was charged under nitrogen with 18.2 g (119 mmol/1.5 equivalents) of methacrylic anhydride and 150 mL of acetonitrile, followed by putting it in an ice bath. 20.0 g (79.0 mmol/1.0 equivalent) of 6-bromo-5,5,6,6-tetrafluorohexan-1-ol was added thereto, followed by adding dropwise of 12.0 g (119 mmol/1.5 equivalents) of triethylamine. After the dropping, stirring was conducted at 60 degrees for 10 hours. Then, 100 mL of water was added, and extraction was conducted two times with 200 mL of diisopropyl ether. The obtained organic layer was washed further with diluted hydrochloric acid, sodium bicarbonate water and brine, followed by removing water by sodium sulfate and conducting filtration. Then, isopropyl ether was distilled out, thereby obtaining 23.8 g of the target 6-bromo-5,5,6,6-tetrafluorohexane methacrylate. Upon this, purity was 96%, and yield was 90%.

Aufarbeitung

  1. extractionextraction
  2. washThe obtained organic layer was washed further with diluted hydrochloric acid, sodium bicarbonate water and brine
  3. customby removing water by sodium sulfate
  4. filtrationfiltration
  5. distillationThen, isopropyl ether was distilled out

Quellen und Nachweise

ORD-Eintrag
ord-1b990a540b2c470e917e76b793280537
Quelldatensatz
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08877960B2

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