Reacción #312391

ord-9c27bbf0ed2f4ea09aadab3a236398a7

Ecuación de reacción

Clc1ccc2cc3ccccc3cc2c1
2-chloroanthracene
O=c1occo1
vinylene carbonate
→
OC1C(O)[C@H]2c3ccccc3[C@@H]1c1ccc(Cl)cc12
cis-2-chloro-9,10-dihydro-9,10-ethanoanthracene-11,12-diol

Reactantes

Clc1ccc2cc3ccccc3cc2c1
2-chloroanthracene
O=c1occo1
vinylene carbonate

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.DISTILLATIONvacuum distilled
  2. 2
    OtroThe residue is recrystallized from methylene chloride-methanol

Procedimiento

A solution of 15.0 g. of 2-chloroanthracene in 60.8 g. of vinylene carbonate is refluxed for 20 hours and then vacuum distilled. The residue is recrystallized from methylene chloride-methanol giving cis-2-chloro-9,10-dihydro-9,10-ethanoanthracene-11,12-diol, cyclic carbonate as gray crystals, m.p. 200°-230° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04235996uspto-grants-1980_11