Reacción #6866

ord-f14b9450f13e42b58be4c562d609b698

Ecuación de reacción

COC(=O)Cc1c[nH]cn1
product
COC(=O)Cc1c[nH]cn1
Methyl 4-Imidazoleacetate
ClC(c1ccccc1)(c1ccccc1)c1ccccc1
chlorotriphenylmethane
CCN(CC)CC
Et3N
COC(=O)Cc1cn(C(c2ccccc2)(c2ccccc2)c2ccccc2)cn1
product
Rendimiento 104.0%
COC(=O)Cc1cn(C(c2ccccc2)(c2ccccc2)c2ccccc2)cn1
Methyl 1-triphenylmethyl-4-imidazoleacetate
Rendimiento 104.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe DMF was evaporated under reduced pressure
  2. 2
    SecadoThe EtOAc layer was dried over Na2SO4
  3. 3
    Filtraciónfiltered
  4. 4
    Concentraciónconcentrated under reduced pressure

Procedimiento

A solution of the product from Step 4.a. (3.2 g, 17.5 mmol) in DMF (50 ml) was treated with chlorotriphenylmethane (4.88 g, 17.5 mmol) and Et3N (5.4 ml, 38.5 mmol) and the reaction was stirred at room temperature for about 6 hours. The DMF was evaporated under reduced pressure and the residue was distributed between EtOAc and saturated NaCl solution. The EtOAc layer was dried over Na2SO4, filtered and concentrated under reduced pressure to yield product as a viscous oil (6.96 g, 104%) which crystallized on standing. Mass spec. 383.3 MH+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07084135B1uspto-grants-2006_08