Imidazole → 1H-Imidazole, 1-(1-naphthalenylmethyl)-

HRID 865990Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 865990
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.Cl[CH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1.O>C(Cl)Cl>[C:8]1([CH2:7][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 962WaterHCID 68451-Chloromethylnaphthalene

Produkt 1

HCID 5882441H-Imidazole, 1-(1-naphthalenylmethyl)-Ausbeute 65,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of imidazole (15.4 g) and 1-chloromethyl-naphthalene (14.9 ml, 0.1 mol) in 200 ml of methylene chloride was stirred at room temperature overnight. The mixture was stirred with 200 ml of water, the layers were separated, the organic layer was washed with water (2×200 ml), the resulting solids were removed by filtration and then the organic layer was stirred with 30 ml of conc. HCl and 200 ml of water. The methylene chloride layer was discarded, and the aqueous layer was extracted with 100 ml of ether. The above aqueous layer was basified with 3N NaOH solution, extracted with methylene chloride, and the organic layer was dried over magnesium sulfate. The above organic solution was concentrated in vacuo to afford 13.58 g of 1-(1-naphthylmethyl)imidazole.

Aufarbeitung

  1. customthe layers were separated
  2. washthe organic layer was washed with water (2×200 ml)
  3. customthe resulting solids were removed by filtration
  4. stirringthe organic layer was stirred with 30 ml of conc. HCl and 200 ml of water
  5. extractionthe aqueous layer was extracted with 100 ml of ether
  6. extractionextracted with methylene chloride
  7. dry with materialthe organic layer was dried over magnesium sulfate
  8. concentrationThe above organic solution was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b15f03fee0b9462d86b951e9e5226397
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05569655

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