Boron tribromide → HCID 69169394, Verbindung

HRID 404876Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 404876
[Cl:1][C:2]1[CH:13]=[C:12]([O:14]C)[CH:11]=[CH:10][C:3]=1[O:4][C:5]1[S:6][CH:7]=[CH:8][N:9]=1.B(Br)(Br)Br>ClCCl>[Cl:1][C:2]1[CH:13]=[C:12]([OH:14])[CH:11]=[CH:10][C:3]=1[O:4][C:5]1[S:6][CH:7]=[CH:8][N:9]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 694346862-Chloro-4-methoxyphenoxy-1,3-thiazole

Produkt 1

HCID 69169394HCID 69169394, VerbindungAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of Example 9A (5.4 g, 0.022 mol) in dichloromethane at −78° C. was added a solution of BBr3 (0.066 mol) drop wise and the reaction mixture was stirred overnight while warming up to room temperature. The mixture was poured into ice and then stirred at room temperature for 24 hours. The organic layer was washed with brine, dried over magnesium sulfate and filtered. The filtrate was concentrated under vacuum to give 3.5 g of product as an off-white solid (70% yield). 1H NMR (300 MHz, CDCl3) δ ppm 6.59 (dd, J=8.82, 2.94 Hz, 1H) 6.67 (d, J=2.57 Hz, 1H) 6.88 (d, J=3.68 Hz, 1H) 7.07 (d, J=8.82 Hz, 1H) 7.19 (d, J=3.68 Hz, 1H). MS (ESI) M/z 227.9 (M+H)+.

Aufarbeitung

  1. additionThe mixture was poured into ice
  2. stirringstirred at room temperature for 24 hours
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5edc334af9cf42219776df681bd3a2e6
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748627B2

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