تفاعل #40747

ord-3f60c457229c49a889b0212e15c53cb0

معادلة التفاعل

CCOC(=O)c1[nH]c(-c2cccc3ccccc23)nc1C
5-methyl-2-naphthalen-1-yl-3H-imidazole-4-carboxylic acid ethyl ester
CC(C)[CH2][AlH][CH2]C(C)C
DIBAL-H
Cc1nc(-c2cccc3ccccc23)[nH]c1CO
(5-methyl-2-naphthalen-1-yl-3H-imidazol-4-yl)-methanol

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىquenched with brine
  2. 2
    أخرىThe THF layer is separated
  3. 3
    أخرىevaporated
  4. 4
    workup.DISSOLUTIONThe residue is dissolved in EtOAc
  5. 5
    غسيلwashed with water and brine
  6. 6
    أخرىdried
  7. 7
    أخرىsolvent evaporated

الإجراء التجريبي

To a solution of 5-methyl-2-naphthalen-1-yl-3H-imidazole-4-carboxylic acid ethyl ester (280 mg) in THF (8 ml) is added DIBAL-H (3.3 ml, 1.5 M in toluene) at 0° C. The resulting solution is stirred at rt for 2 hr, and quenched with brine. The THF layer is separated and then evaporated. The residue is dissolved in EtOAc, washed with water and brine, dried and solvent evaporated to afford (5-methyl-2-naphthalen-1-yl-3H-imidazol-4-yl)-methanol.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07728009B1uspto-grants-2010_06