Hydrochloric Acid → 3,5-Dibromobenzaldehyde

HRID 378163

Reaktionsgleichung

Reaktionsgleichung von HRID 378163
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:10])[CH:9]=1)[CH2:5]Br.C1N2CN3CN(C2)CN1C3.Cl.[OH2:22]>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:10])[CH:9]=1)[CH:5]=[O:22]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 4101HexamethylenetetramineHCID 1434273,5-Dibromobenzyl bromide

Produkt 1

HCID 6220773,5-Dibromobenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To 3,5-dibromobenzylbromide (Lancaster) (20 g, 0.061 mole) in H2O (27 mL) and glacial acetic acid (27 mL) was added hexamethylenetetramine (Aldrich). The reaction mixture was heated at reflux for 2 hours. Concentrated HCl (22 mL) was then added and the refluxing was continued for 30 minutes. After cooling to room temperature, the reaction mixture was poured into H2O (230 mL) and stirred for 10 minutes. The resulting precipitate was filtered, washed with H2O and dried to yield 3,5-dibromobenzaldehyde (11.45 g) as a white solid. MS and NMR were consistent with the desired structure.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 2 hours
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with H2O
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f3c898486bb044c3a3b6b92432ed6315
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06028223

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