Potassium azide → 4-(4-Chlorobenzoyl)-3-chlorobenzyl azide

HRID 280640Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 280640
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:15]=[CH:14][C:11]([CH2:12]Br)=[CH:10][C:9]=2[Cl:16])=[O:7])=[CH:4][CH:3]=1.[N-:19]=[N+:20]=[N-:21].[K+]>C(O)C>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:15]=[CH:14][C:11]([CH2:12][N:19]=[N+:20]=[N-:21])=[CH:10][C:9]=2[Cl:16])=[O:7])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 10290740Potassium azideHCID 136496544-(4-Chlorobenzoyl)-3-chlorobenzyl bromide

Produkt 1

HCID 136496614-(4-Chlorobenzoyl)-3-chlorobenzyl azideAusbeute 106,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A stirred suspension of 4-(4-chlorobenzoyl)-3-chlorobenzyl bromide (1.60 g, 4.65 mmol) and potassium azide (0.715 g, 8.81 mmol) in ethanol (15 ml) was refluxed 5 hours, cooled to ambient temperature, and stirred 16 hours. The solids were filtered and washed twice with ethanol. The combined filtrate and washes were evaporated under vacuum, diluted with diethyl ether (40 ml), filtered, and evaporated under vacuum to provide 1.51 g (106% of theory) of 4-(4-chlorobenzoyl)-3-chlorobenzyl azide, m.p. 33°-33.5° C., suitable for subsequent reaction.

Aufarbeitung

  1. temperaturewas refluxed 5 hours
  2. filtrationThe solids were filtered
  3. washwashed twice with ethanol
  4. customThe combined filtrate and washes were evaporated under vacuum
  5. additiondiluted with diethyl ether (40 ml)
  6. filtrationfiltered
  7. customevaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ee83f3216d8e4f2f9e9b60dabba91e4f
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04590201

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