反応 #2340

反応方程式

3-vinylbutyrolactone

sodium acetate

methanol

→

methyl 4-hydroxy-3-vinylbutyrate

反応条件

後処理

1. 1
   その他Solvent was evaporated
2. 2
   その他the residue was partitioned between water and ether
3. 3
   抽出The aqueous layer was extracted twice more with ether
4. 4
   ろ過filtered through phase
5. 5
   その他separating paper
6. 6
   その他evaporated
7. 7
   ろ過The residue was purified by filtration chromatography on silica gel (Merck 7736)

実験手順

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)+.

出典