반응 #2007788

반응 방정식

racemic 2-hydroxyoctanoic acid

benzyl bromide

triethylamine

→

benzyl 2-hydroxyoctanoate

용매

ethylacetate

반응 조건

후처리

1. 1
   기타the solvent is thereafter evaporated
2. 2
   세척the organic layer is then washed with a saturated solution of NaHCO3 and H2O (2×)
3. 3
   건조The organic layer is dried over MgSO4
4. 4
   여과filtered
5. 5
   기타evaporated

실험 절차

To a solution of a commercially available racemic 2-hydroxyoctanoic acid mixture (1.00 g, 6.2 mmol.) in HPLC-grade ethylacetate (30 ml), there are added in succession benzyl bromide (2.22 ml; 18.7 mmol.), triethylamine (2.6 ml, 18.7 mmol.) and tetrabutylammonium iodide (1.15 g; 3.12 mmol.). The solution is stirred for 18 hours at room temperature and the solvent is thereafter evaporated. The residue is taken up into ether and the organic layer is then washed with a saturated solution of NaHCO3 and H2O (2×). The organic layer is dried over MgSO4, filtered and evaporated to yield crude benzyl 2-hydroxyoctanoate (Rf=0.57 in a 3/1 petroleum ether/EtOAc mixture; phosphomolybdinium compound and U.V. color development agent)

출처