Reaktion #1123711

ord-a7ad52e1586b4d8aa3deb4949e83d7ea

Reaktionsgleichung

CC(CCC(=O)O)(c1ccc2cc(O[C@H]3CC[C@@H](C(F)(F)F)CC3)ccc2c1)[N+](=O)[O-]
4-nitro-4-[6-(cis-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-pentanoic acid
COC(=O)CCC(C)(c1ccc2c(I)c(O[C@H]3CC[C@H](C(F)(F)F)CC3)ccc2c1)[N+](=O)[O-]
4-[5-iodo-6-(trans-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-4-nitro-pentanoic acid methyl ester
→
COC(=O)CCC(C)(c1ccc2c(I)c(O[C@H]3CC[C@@H](C(F)(F)F)CC3)ccc2c1)[N+](=O)[O-]
4-[5-Iodo-6-(cis-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-4-nitro-pentanoic acid methyl ester
Ausbeute 51.0%

Edukte

CC(CCC(=O)O)(c1ccc2cc(O[C@H]3CC[C@@H](C(F)(F)F)CC3)ccc2c1)[N+](=O)[O-]
4-nitro-4-[6-(cis-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-pentanoic acid
COC(=O)CCC(C)(c1ccc2c(I)c(O[C@H]3CC[C@H](C(F)(F)F)CC3)ccc2c1)[N+](=O)[O-]
4-[5-iodo-6-(trans-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-4-nitro-pentanoic acid methyl ester

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

4-[5-Iodo-6-(cis-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-4-nitro-pentanoic acid methyl ester was synthesized as per 4-[5-iodo-6-(trans-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-4-nitro-pentanoic acid methyl ester (Example 281) in 51% yield, using 4-nitro-4-[6-(cis-4-trifluoromethyl-cyclohexyloxy)-naphthalen-2-yl]-pentanoic acid as the starting material.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08546359B2uspto-grants-2013_10