Réaction #934612

ord-ac9a6e0b7e8a4e46a3d4bbc7a0b7ee3e

Équation de réaction

CCC(C)(C)c1ccc(OCCCNC(=O)c2cc(O)cc3c2C2CCC3C2O)c(C(C)(C)CC)c1
( 3 )
CCC(C)(C)c1ccc(OCCCNC(=O)c2cc(O)cc3c2C2CCC3C2O)c(C(C)(C)CC)c1
3,6-dihydroxy-4-[3-(2,4-di-t-pentylphenoxy)propylcarbamoyl]benzonorbornene
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
→
CCC(C)(C)c1ccc(OCCCNC(=O)C2=C(Cl)C(=O)CC3=C2C2CCC3C2=O)c(C(C)(C)CC)c1
3,6-dioxo-4-[3-(2,4-di-t-pentylphenoxy)propylcarbamoyl]-5-chlorobenzonorbornene

Réactifs

CCC(C)(C)c1ccc(OCCCNC(=O)c2cc(O)cc3c2C2CCC3C2O)c(C(C)(C)CC)c1
( 3 )
CCC(C)(C)c1ccc(OCCCNC(=O)c2cc(O)cc3c2C2CCC3C2O)c(C(C)(C)CC)c1
3,6-dihydroxy-4-[3-(2,4-di-t-pentylphenoxy)propylcarbamoyl]benzonorbornene
O=C1CCC(=O)N1Cl
N-chlorosuccinimide

Réactifs

Aucun

Solvants

C1CCOC1
tetrahydrofuran

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe reaction for 6 hours
  2. 2
    workup.DISTILLATIONThereafter, the solvent was distilled off
  3. 3
    Autrethe residue was purified by silica gel chromatography

Mode opératoire

The above (4.9 g) synthesized in (3) above was dissolved in tetrahydrofuran (60 ml), and N-chlorosuccinimide (2.9 g) was added thereto, followed by reacting the reaction for 6 hours. Thereafter, the solvent was distilled off, and the residue was purified by silica gel chromatography to obtain 3,6-dioxo-4-[3-(2,4-di-t-pentylphenoxy)propylcarbamoyl]-5-chlorobenzonorbornene. (Yield: 5.0 g (95.7 %).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05142029uspto-grants-1992_08