1-Bromo-4-fluoro-2-nitrobenzene → HCID 23087411, compound

HRID 1950052Notes

Reaction equation

HRID 1950052 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].C([Sn](CCCC)(CCCC)C1C=CC(F)=CC=1[N+]([O-])=O)CCC.FC(F)(F)S(O[C:41]1[CH2:50][CH2:49][C:48]2[C:43](=[CH:44][CH:45]=[C:46]([O:51][CH3:52])[CH:47]=2)[CH:42]=1)(=O)=O>>[F:8][C:5]1[CH:6]=[CH:7][C:2]([C:41]2[CH2:50][CH2:49][C:48]3[C:43]([CH:42]=2)=[CH:44][CH:45]=[C:46]([O:51][CH3:52])[CH:47]=3)=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

4

Reactant 3

HCID 27733831-Bromo-4-fluoro-2-nitrobenzeneHCID 153302566-Methoxy-3,4-dihydronaphthalen-2-yl trifluoromethanesulfonateHCID 23087155Tributyl(4-fluoro-2-nitrophenyl)tin

Product 1

HCID 23087411HCID 23087411, compound

Procedure

Synthesized from 1-bromo-4-fluoro-2-nitrobenzene according to an analogous synthetic method to Preparation Example 76, tributyl(4-fluoro-2-nitrophenyl)tin (7.1 g) and 6-methoxy-3,4-dihydronaphthalen-2-yl trifluoromethanesulfonate (2.2 g) were used according to an analogous synthetic method to Preparation Example 77 to provide 3-(4-fluoro-2-nitrophenyl)-7-methoxy-1,2-dihydronaphthalene (1.4 g). The total amount of this compound was used according to an analogous synthetic method to Example 30 to provide the title compound (1.1 g).

Workup

  1. customwere used according to an analogous synthetic method to Preparation Example 77

Sources & evidence

ORD record
ord-8fdfb94326544a2c9c87c60ee222323c
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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