Réaction #48652

ord-ad32ed6536cb4c1caa629890dcc73e16

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    ConcentrationConcentrate
  2. 2
    workup.ADDITIONtreat with water (50 mL)
  3. 3
    Extractionextract with diethyl ether (50 mL)
  4. 4
    Extractionextract with diethyl ether (3×125 mL)
  5. 5
    SéchageCombine the organic extracts, dry (magnesium sulfate)
  6. 6
    Concentrationconcentrate

Mode opératoire

Add 1 N lithium hydroxide (25.6 mL, 25.59 mmol) to a solution of trans-2-(methylpropylcarbamoyl)-cyclopropane carboxylic acid ethyl ester (1.02 g, 5.1194 mmol) in tetrahydrofuran (30 mL). Stir vigorously for 2 days at room temperature. Concentrate and treat with water (50 mL) and extract with diethyl ether (50 mL). Acidify the aqueous layer with 1 N hydrochloric acid (26 mL) and extract with diethyl ether (3×125 mL). Combine the organic extracts, dry (magnesium sulfate) and concentrate to give the title compound as a racemic mixture (0.84 g, 89%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07745438B2uspto-grants-2010_06