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

HRID 1421740Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1421740
[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-1d2e9baa34d04a388f788deba128efaf
Quelldatensatz
uspto-grants-2000_06
Patentnummer
US06077853

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