反応 #2347

ord-a15e323ae86247809988119f9d7b810a

反応方程式

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Br
hydrogen bromide
O=C1CC(Cc2ccccc2)CO1
3-benzylbutyrolactone
CCO
ethanol
O
water
CCOC(=O)CC(Br)CCc1ccccc1
ethyl 4-benzyl-3-bromobutyrate

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出The mixture was extracted with ethyl acetate
  2. 2
    その他the organic layer filterd through phase separating paper
  3. 3
    その他evaporated

実験手順

A solution of RS 3-benzylbutyrolactone (1.14 g) in ethanol (20 ml) was stirred at 5° C. and gassed for 4 hours with a slow stream of hydrogen bromide. The solution was kept at 5° C. for 20 hours and water (70 ml) added followed by sodium carbonate to neutralise the acid. The mixture was extracted with ethyl acetate and the organic layer filterd through phase separating paper and evaporated to give ethyl 4-benzyl-3-bromobutyrate as an oil; NMR(CDCl3) δ 7.24(5H,m), 4.13(2H,q); 3.45(2H,m), 2.62(2H,d), 2.44(3H,m), 1.25(3H,t); m/e 285(M+H)+.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05728701uspto-grants-1998_03