Carbon tetrabromide → 1-(Bromomethyl)-4-(2-fluoroethoxy)benzene

HRID 594320

Reaktionsgleichung

Reaktionsgleichung von HRID 594320
[F:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]O)=[CH:7][CH:6]=1.C(Br)(Br)(Br)[Br:14].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C(Cl)Cl>[Br:14][CH2:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][F:1])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 13367643(4-(2-Fluoroethoxy)phenyl)methanol

Produkt 1

HCID 156714131-(Bromomethyl)-4-(2-fluoroethoxy)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of (4-(2-fluoroethoxy)phenyl)methanol (117 mg; 0.68 mmol) in anh. DCM (5 ml) was treated at rt with CBr4 (228 mg; 0.68 mmol), and with PPh3 (180 mg; 0.68 mmol). The resulting mixture was further stirred at rt, under nitrogen, for 1 h. Concentration to dryness under reduced pressure, and subsequent purification by FC (DCM) afforded 1-(bromomethyl)-4-(2-fluoroethoxy)benzene as a slightly yellow oil which was directly used for the next reaction.

Aufarbeitung

  1. concentrationConcentration to dryness
  2. customunder reduced pressure, and subsequent purification by FC (DCM)

Quellen und Nachweise

ORD-Eintrag
ord-94a0f5d2974c4dfc99fb2aad737aa5eb
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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