تفاعل #580695

ord-4e6a1ff5325c4ef68843b0b8109f99d4

معادلة التفاعل

COC(=O)CBr
methyl bromoacetate
[I-].[K+]
potassium iodide
O=C([O-])[O-].[K+].[K+]
Potassium carbonate
O=[N+]([O-])c1ccc(-c2ccc(O)cc2)cc1
4′-hydroxy-4-nitro-biphenyl
COC(=O)COc1ccc(-c2ccc([N+](=O)[O-])cc2)cc1
(4′-nitro-biphenyl-4-yloxy)-acetic acid methyl ester

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe reaction refluxed overnight
  2. 2
    تركيزThe reaction was concentrated under reduced pressure
  3. 3
    أخرىthe residue partitioned between methylene chloride and water
  4. 4
    أخرىThe organic layer was separated
  5. 5
    غسيلwashed with water
  6. 6
    تجفيفdried (Na2SO4)
  7. 7
    أخرىthe solvent removed under reduced pressure

الإجراء التجريبي

A mixture of 4′-hydroxy-4-nitro-biphenyl (2.00 g, 7.51 mmol), prepared in the previous step, methyl bromoacetate (853 mL, 9.02 mmol) and potassium iodide (86 mg, 0.75 mmol) in 50 mL of acetone was stirred at room temperature until the mixture became cloudy. Potassium carbonate (2.26 g, 16.4 mmol) was added and the reaction refluxed overnight. The reaction was concentrated under reduced pressure and the residue partitioned between methylene chloride and water. The organic layer was separated, washed with water, dried (Na2SO4) and the solvent removed under reduced pressure to give (4′-nitro-biphenyl-4-yloxy)-acetic acid methyl ester.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07534894B2uspto-grants-2009_05