تفاعل #5116

ord-3f1ba7546b9c42598686538126fd8e3a

معادلة التفاعل

Oc1ccc(OCc2ccccc2)cc1F
4-benzyloxy-2-fluorophenol
ClCC1CO1
epichlorhydrin
C1CCNCC1
piperidine
Fc1cc(OCc2ccccc2)ccc1OCC1CO1
4-benzyloxy-1-(2,3-epoxypropoxy)-2-fluorobenzene

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىAfter removal of the volatile material, 40 ml tetrahydrofuran and 20 ml 2M NaOH
  2. 2
    workup.ADDITIONis added
  3. 3
    أخرىis evaporated
  4. 4
    أخرىthe residue partitioned between methylenechloride and water
  5. 5
    أخرىThe organic phase is purified over silica gel with toluene

الإجراء التجريبي

4.0 g of 4-benzyloxy-2-fluorophenol is reacted with 10 g epichlorhydrin and 0.2 ml piperidine for 90 minutes at 100°. After removal of the volatile material, 40 ml tetrahydrofuran and 20 ml 2M NaOH is added. After 1 hour stirring the solvent is evaporated and the residue partitioned between methylenechloride and water. The organic phase is purified over silica gel with toluene giving 4-benzyloxy-1-(2,3-epoxypropoxy)-2-fluorobenzene (colourless oil).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05242943uspto-grants-1993_09