تفاعل #2340

معادلة التفاعل

3-vinylbutyrolactone

sodium acetate

methanol

→

methyl 4-hydroxy-3-vinylbutyrate

ظروف التفاعل

المعالجة

1. 1
   أخرىSolvent was evaporated
2. 2
   أخرىthe residue was partitioned between water and ether
3. 3
   استخلاصThe aqueous layer was extracted twice more with ether
4. 4
   ترشيحfiltered through phase
5. 5
   أخرىseparating paper
6. 6
   أخرىevaporated
7. 7
   ترشيحThe residue was purified by filtration chromatography on silica gel (Merck 7736)

الإجراء التجريبي

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)+.

المصدر