반응 #2340

반응 방정식

3-vinylbutyrolactone

sodium acetate

methanol

→

methyl 4-hydroxy-3-vinylbutyrate

반응 조건

후처리

1. 1
   기타Solvent was evaporated
2. 2
   기타the residue was partitioned between water and ether
3. 3
   추출The aqueous layer was extracted twice more with ether
4. 4
   여과filtered through phase
5. 5
   기타separating paper
6. 6
   기타evaporated
7. 7
   여과The residue was purified by filtration chromatography on silica gel (Merck 7736)

실험 절차

A solution of RS 3-vinylbutyrolactone (3.5 g) and sodium acetate (2.56 g) in methanol (30 ml) was kept for 20 hours. Solvent was evaporated and the residue was partitioned between water and ether. The aqueous layer was extracted twice more with ether and the extracts combined, filtered through phase separating paper and evaporated. The residue was purified by filtration chromatography on silica gel (Merck 7736) starting with 1/9 ethyl acetate/hexane and progressing to 4/6 ethyl acetate/hexane as eluent to give methyl 4-hydroxy-3-vinylbutyrate as an oil; NMR(CDCl3) δ 5.73(1H,m), 5.15(2H,m), 3.68(3H,s), 3.60(2H,t), 2.76(1H,m), 2.48(2H,m), 1.69(1H,t); m/e 145(M+H)+.

출처