3-Bromo-4-(trifluoromethoxy)benzoic acid → HCID 67211313, Verbindung

HRID 2040532Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2040532
Br[C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][C:12]([F:15])([F:14])[F:13])[C:5]([OH:7])=[O:6].[C:16]([Cu])#[N:17]>CN1CCCC1=O.ClCCl>[C:16]([C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][C:12]([F:15])([F:14])[F:13])[C:5]([OH:7])=[O:6])#[N:17]

Komponenten

5

Edukt 2

HCID 202740913-Bromo-4-(trifluoromethoxy)benzoic acidHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 67211313HCID 67211313, VerbindungAusbeute 86,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

3-Bromo-4-(trifluoromethoxy)benzoic acid (1.4 g, 4.91 mmol) and cyanocopper (0.572 g, 6.39 mmol) were mixed in N-methyl-2-pyrrolidinone (NMP) (14 mL). The mixture was heated in a microwave at 200° C. for 2 h. The reaction was diluted with dichloromethane (150 mL). Celite® was added and the mixture was stirred vigorously for 10 min. The solids were removed by filtration. The organic layer was washed with water (125 mL) and concentrated. The residue was purified by HPLC to give the title compound as an off-white solid (0.979 g). LCMS m/z=232.3 [M+H]+.

Aufarbeitung

  1. additionCelite® was added
  2. customThe solids were removed by filtration
  3. washThe organic layer was washed with water (125 mL)
  4. concentrationconcentrated
  5. customThe residue was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-38dcfd3944dd4869a462efdb01082ce5
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08580841B2

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