反应 #543564

ord-33a64039ad28475ca8609752b4369940

反应方程式

COc1cc(C=CC(=O)O)ccc1O
3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid
C1CCOC1
THF
BrC(Br)(Br)Br
carbon tetrabromide
COc1cc(C=CC(=O)OCCCCBr)ccc1O
3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid 4-bromobutyl ester

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The solid is filtered
  2. 2
    其他evaporated at reduced pressure
  3. 3
    其他The obtained crude product
  4. 4
    其他is purified by chromatogrphy on silica gel eluting with n-hexane/ethyl acetate 7/3

实验过程

To a solution of 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid (10 g, 51.5 mmoles) in THF (400 ml) triphenylphosphine (2.7 g, 10.3 mmoles) and carbon tetrabromide (34.16 g, 10.3 mmoles) are added and the solution is left at room temperature, under magnetic stirring, for 48 hours. The solid is filtered and then evaporated at reduced pressure. The obtained crude product is purified by chromatogrphy on silica gel eluting with n-hexane/ethyl acetate 7/3. 9 g of 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid 4-bromobutyl ester are obtained. M.p.=86–89° C.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07186708B2uspto-grants-2007_03