Реакция #2347

ord-a15e323ae86247809988119f9d7b810a

Уравнение реакции

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

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ЭкстракцияThe mixture was extracted with ethyl acetate
  2. 2
    Другоеthe organic layer filterd through phase separating paper
  3. 3
    Другоеevaporated

Методика

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)+.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05728701uspto-grants-1998_03