4-Bromo-3-nitrobenzotrifluoride → 7-Methoxy-3-(2-nitro-4-trifluoromethylphenyl)-1,2-dihydronaphthalene

HRID 2423625Notes

Reaction equation

HRID 2423625 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].FC(F)(F)S(O[C:21]1[CH2:30][CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[C:26]([O:31][CH3:32])[CH:27]=2)[CH:22]=1)(=O)=O>>[CH3:32][O:31][C:26]1[CH:27]=[C:28]2[C:23]([CH:22]=[C:21]([C:2]3[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=3[N+:12]([O-:14])=[O:13])[CH2:30][CH2:29]2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 5207064-Bromo-3-nitrobenzotrifluorideHCID 153302566-Methoxy-3,4-dihydronaphthalen-2-yl trifluoromethanesulfonate

Product 1

HCID 230874677-Methoxy-3-(2-nitro-4-trifluoromethylphenyl)-1,2-dihydronaphthalene

Procedure

Synthesized from 1-bromo-2-nitro-4-trifluoromethylbenzene according to an analogous synthetic method to Preparation Example 76, tributyl(2-nitro-4-rifluoromethylphenyl)tin (7.4 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 7-methoxy-3-(2-nitro-4-trifluoromethylphenyl)-1,2-dihydronaphthalene (1.5 g). The total amount of this compound was used according to an analogous synthetic method to Example 30 to provide the title compound (1.0 g).

Workup

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

Sources & evidence

ORD record
ord-0bd796ae3e934eb08a52a69036cc3507
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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