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Hydrogen Bromide → 5-Bromo-2,2-difluoropentanoic acid

HRID 980854
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 980854
Br.[Br:2][CH2:3][CH2:4][CH2:5][C:6]([F:12])([F:11])[C:7]([O:9]C)=[O:8].CCOCC>O>[Br:2][CH2:3][CH2:4][CH2:5][C:6]([F:12])([F:11])[C:7]([OH:9])=[O:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 260Hydrogen Bromide3×HCID 3283Diethyl EtherHCID 13769950Methyl 5-bromo-2,2-difluoropentanoate

Produkt 1

HCID 137699515-Bromo-2,2-difluoropentanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

HBr gas was introduced into 48% HBr in H2O (100 ml) with occasional cooling in an ice bath until the weight became 180 g. The HBr solution was then added to Part (5) compound (8.4 g, 36.3 mmole) at room temperature and the reaction was stirred for 5 hours at room temperature. The reaction was cooled to 0° C. and poured into Et2O (900 ml) in an ice bath. The products were extracted into the Et2O layer. The water layer was further extracted with Et2O (200 ml and 100 ml). The combined ether layers were washed with H2O (200 ml). The H2O wash was backwashed with Et2O (100 ml). The Et2O layers were combined and dried over MgSO4. Filtration and evaporation of solvent gave the title compound (7.8 g, quant.) as a colorless liquid.

Aufarbeitung

  1. temperaturewith occasional cooling in an ice bath until the weight
  2. temperatureThe reaction was cooled to 0° C.
  3. extractionThe products were extracted into the Et2O layer
  4. extractionThe water layer was further extracted with Et2O (200 ml and 100 ml)
  5. washThe combined ether layers were washed with H2O (200 ml)
  6. washThe H2O wash
  7. dry with materialdried over MgSO4
  8. filtrationFiltration and evaporation of solvent

Quellen und Nachweise

ORD-Eintrag
ord-66f3106d110f4c34b91a161e70e43f2d
Quelldatensatz
uspto-grants-1987_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04639461

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