Reaktion #334981

ord-76adaa6b8415413bb5c2e8bbf483daca

Reaktionsgleichung

CCCCCCCCOc1ccc(C(=O)O)cc1
( 2 )
CCCCCCCCOc1ccc(C(=O)O)cc1
4-n-octyloxybenzoic acid
CCCCCCCCC(OC(=O)c1ccc2cc(O)ccc2c1)C(F)(F)F
( 1 )
CCCCCCCCC(OC(=O)c1ccc2cc(O)ccc2c1)C(F)(F)F
1,1,1-trifluoro-2-decyl 6-hydroxynaphthalene-2-carboxylate
CCCCCCCCOc1ccc(C(=O)Oc2ccc3cc(C(=O)OC(CCCCCCCC)C(F)(F)F)ccc3c2)cc1
1,1,1-trifluorodecyl 6-(4-n-octyloxyphenylcarbonyloxy)naphthalene-2-carboxylate
CCCCCCCCOc1ccc(C(=O)Oc2ccc3cc(C(=O)OC(CCCCCCCC)C(F)(F)F)ccc3c2)cc1
4-n-octyloxybenzoic acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

To a solution of the 1,1,1-trifluoro-2-decyl-6-hydroxynaphthalene-2-carboxylate (0.5 g) obtained in (1) above, the 4-n-octyloxybenzoic acid (0.4 g) obtained in (2) above in tetrahydrofuran (40 ml) were added dicyclohexylcarbodiimide (0.45 g) and dimethylaminopyridine (0.05 g). The solution was stirred at room temperature overnight. The solution was distilled to remove the solvent. The residue was dissolved in dichloromethane (50 ml) and the solution was washed with dilute aqueous hydrochloric acid solution and water in this order. The organic layer collected was dried over anhydrous magnesium sulfate, and distilled to remove the solvent. The residue was purified by silica-gel column chromatography (developer : hexane/ethyl acetate =20/1) to obtain the titled compound (0.39 g) having specific rotation, [α]D20 =+45.79°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05207947uspto-grants-1993_05