تفاعل #50635

ord-0fed15fd2091475685652c7edc9bf58e

معادلة التفاعل

COc1cc2ccc(=O)oc2cc1O
scopoletine
ClCC1CO1
epichlorohydrin
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[K+]
potassium iodide
COc1cc2ccc(=O)oc2cc1OCC1CO1
(±)-6-methoxy-7-(oxiranylmethoxy)-2H-1-benzopyran-2-one

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىAfter vacuum evaporation
  2. 2
    استخلاصextraction
  3. 3
    أخرىwith hot ethanol re-evaporation
  4. 4
    أخرىfusion point 143°-145° C. (from ethanol)

الإجراء التجريبي

25.0 g (130 mmol) of scopoletine, 15.3 ml (196 mmol) epichlorohydrin, 36.0 g (260 mmol) potassium carbonate and 2.5 g of potassium iodide are agitated in 500 ml DMF under nitrogen for 3 h at 80° C. After vacuum evaporation and repeated extraction with hot ethanol re-evaporation was performed. 21.2 g (66%); fusion point 143°-145° C. (from ethanol).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05428038uspto-grants-1995_06