Carbon tetrabromide → 4-Bromomethyl-2-(2,2,2-trifluoro-ethoxy)-benzonitrile

HRID 1585917Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1585917
[F:1][C:2]([F:16])([F:15])[CH2:3][O:4][C:5]1[CH:12]=[C:11]([CH2:13]O)[CH:10]=[CH:9][C:6]=1[C:7]#[N:8].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(Br)(Br)(Br)[Br:37]>C1COCC1>[Br:37][CH2:13][C:11]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[C:5]([O:4][CH2:3][C:2]([F:16])([F:15])[F:1])[CH:12]=1

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 187796882-(2,2,2-Trifluoro-ethoxy)-4-hydroxymethyl-benzonitrile

Produkt 1

HCID 187797974-Bromomethyl-2-(2,2,2-trifluoro-ethoxy)-benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-(2,2,2-Trifluoro-ethoxy)-4-hydroxymethyl-benzonitrile (1.4 g, 6.1 mmol) was dissolved in THF (31 ml) and treated with Ph3P (2.4 g, 9.15 mmol) followed by CBr4 (3 g, 9.15 mmol). The reaction mixture was stirred at room temp. for 2 hours. The solvent was removed in vacuo and the residue purified by flash chromatography (20% EtOAc/Hexane) to yield the desired product.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by flash chromatography (20% EtOAc/Hexane)

Quellen und Nachweise

ORD-Eintrag
ord-8797ec7764d84703a8edb7b1d9f21b70
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05939439

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