Phosphorus tribromide → 3-(6-Bromo-3-bromomethyl-2-fluoro-phenoxy)-5-chloro-benzonitrile

HRID 559057Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 559057
P(Br)(Br)[Br:2].[Br:5][C:6]1[C:11]([O:12][C:13]2[CH:14]=[C:15]([CH:18]=[C:19]([Cl:21])[CH:20]=2)[C:16]#[N:17])=[C:10]([F:22])[C:9]([CH2:23]O)=[CH:8][CH:7]=1>C(Cl)Cl>[Br:5][C:6]1[C:11]([O:12][C:13]2[CH:14]=[C:15]([CH:18]=[C:19]([Cl:21])[CH:20]=2)[C:16]#[N:17])=[C:10]([F:22])[C:9]([CH2:23][Br:2])=[CH:8][CH:7]=1

Komponenten

4

Edukt 2

HCID 24614Phosphorus tribromideHCID 669992083-(6-Bromo-2-fluoro-3-hydroxymethyl-phenoxy)-5-chloro-benzonitrile

Produkt 1

HCID 669997373-(6-Bromo-3-bromomethyl-2-fluoro-phenoxy)-5-chloro-benzonitrileAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of PBr3 (0.74 mL of a 1 M solution in DCM, 1.1 equiv) was added to a solution of 107 (0.24 g, 0.67 mmol) in DCM (5 mL). The mixture was stirred at RT for 1 h and then concentrated in vacuo. The residue was dissolved in EtOAc, washed with saturated aqueous NaHCO3, and dried (MgSO4). Evaporation of the volatile materials afforded 0.17 g (60%) of 96.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in EtOAc
  3. washwashed with saturated aqueous NaHCO3
  4. dry with materialdried (MgSO4)
  5. customEvaporation of the volatile materials

Quellen und Nachweise

ORD-Eintrag
ord-bcc8d59da0a64c44993373471a9d8321
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063064B2

Notizen zur Reaktion

Wird geladen…