Carbon tetrabromide → 2-(2,6-dichloro-4-trifluoromethylphenyl)-4-(2,2-dibromo-vinyl)-2H-1,2,3-triazole

HRID 973681

Reaktionsgleichung

Reaktionsgleichung von HRID 973681
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[N:17]=[C:16]([CH:18]=O)[CH:15]=[N:14]1.[Br-].[Br-].C1([PH+](C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1([PH+](C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:60](Br)(Br)([Br:62])[Br:61].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl.CCCCCC>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[N:17]=[C:16]([CH:18]=[C:60]([Br:62])[Br:61])[CH:15]=[N:14]1

Komponenten

7

Edukt 4

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 197783082-(2,6-Dichloro-4-trifluoromethylphenyl)-1,2,3-triazole-4-carboxaldehydeHCID 22664940Bis(triphenylphosphanium) dibromide

Produkt 1

HCID 199888802-(2,6-dichloro-4-trifluoromethylphenyl)-4-(2,2-dibromo-vinyl)-2H-1,2,3-triazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel3×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A solution of 2-(2,6-dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazole-4-carboxaldehyde (3.1 g), in dichloromethane (20 ml) was added to a solution of triphenylphosphonium dibromide at -20° (prepared by mixing a solution of carbon tetrabromide (31.2 g) in dichloromethane (30 ml) with a solution of triphenylphosphine (21 g) in dichloromethane (70 ml)) and the mixture stirred for 1 hour. Hexane was added and the mixture filtered. The filtrate was worked up to give 2-(2,6-dichloro-4-trifluoromethylphenyl)-4-(2,2-dibromo-vinyl)-2H-1,2,3-triazole. 89°-91° . (Compound 24)

Aufarbeitung

  1. customprepared
  2. filtrationthe mixture filtered

Quellen und Nachweise

ORD-Eintrag
ord-a02c221db50546a9a16e940ad6094e16
Quelldatensatz
uspto-grants-1991_11
Patentnummer
US05064844

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