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

HRID 2274044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2274044
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-978395d71c754dc5aa3267ca33f7f381
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126932B2

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