Reacción #6867

Ecuación de reacción

4-Hydroxymethylimidazole hydrochloride

compound xiii

4-Hydroxymethylimidazole hydrochloride

chlorotriphenylmethane

Et3N

→

product

Rendimiento 78.3%

4-Hydroxymethyl-1-triphenylmethyl-imidazole

Rendimiento 78.3%

Disolventes

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe resulting mixture was stirred at room temperature for about 23 hours
2. 2
   FiltraciónThe product was filtered off
3. 3
   Lavadowashed with cold water (75 ml)
4. 4
   Otrotriturated with p-dioxane (30 ml)
5. 5
   FiltraciónThe product was filtered off
6. 6
   Otrodried under reduced pressure

Procedimiento

4-Hydroxymethylimidazole hydrochloride (compound xiii where R2 is H) (2.50 g, 18.6 mmol) and Et3N (2.59 ml, 18.6 mmol) were combined in DMF (30 ml) and stirred at room temperature. A solution of chlorotriphenylmethane (5.19 g, 18.6 mmol) in DMF (25 ml) was added dropwise at room temperature and the resulting mixture was stirred at room temperature for about 23 hours and then poured into ice water (300 ml). The product was filtered off, washed with cold water (75 ml) and triturated with p-dioxane (30 ml). The product was filtered off and dried under reduced pressure to yield product (4.96 g, 78%). NMR (300 MHZ, DMSO-d6, 30° C.) 7.3–7.5 (9H, m), 7.25–7.35 (1H, d), 7.0–7.2 (6H, m), 6.7–6.75 (1H, s), 4.15–4.2 (2H, m).

Fuente