Reaktion #849

ord-d965967cbe69411f9fd760ac1f990dfb

Reaktionsgleichung

O=C(O)c1ccc(O)cc1
p-hydroxybenzoic acid
O=C(O)c1ccc(O)cc1F
2-fluoro-4-hydroxybenzoic acid
CCCCCCCCCC(=O)Oc1ccc(C(=O)Cl)cc1
( 2 )
CCCCCCCCCC(=O)Oc1ccc(C(=O)Cl)cc1
p-decanoyloxybenzoic acid chloride
O=C(O)c1ccc(O)cc1
p-hydroxybenzoic acid
CC(=O)Oc1ccc(C(=O)O)cc1
p-Acetoxybenzoic acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

p-Acetoxybenzoic acid was prepared in the same manner as in Example 1(2) except that the 2-fluoro-4-hydroxybenzoic acid was replaced with p-hydroxybenzoic acid. The p-hydroxybenzoic acid was chlorinated in the same manner as in the above (2), to obtain an acid chloride. 1.8 Grams of the acid chloride and 2 g of the (R)-(+)-2-fluoro-4-hydroxy-1-(1-trifluoromethyl-6-ethoxyhexyloxycarbonyl)benzene obtained in Example 1 were dissolved in 50 ml of toluene, 6 ml of pyridine was added, and the mixture was stirred for 1 day. The reaction mixture was poured into water, consecutively washed with a hydrochloric acid aqueous solution, with a sodium hydroxide aqueous solution and with water, and dried over anhydrous sodium sulfate, and the solvent was distilled off to give a crude product. The crude product was purified by silica gel column chromatography(eluting solvent: ethyl acetate/hexane=15/85), to give 2.8 g of an end product.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723069uspto-grants-1998_03