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

HRID 2423623Notes

Reaction equation

HRID 2423623 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-df1c56a679074deba863db19228d68f9
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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