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

HRID 1433868

Reaction equation

HRID 1433868 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].C([Sn](CCCC)(CCCC)C1C=CC(C(F)(F)F)=CC=1[N+]([O-])=O)CCC.FC(F)(F)S(O[C:47]1[CH2:56][CH2:55][C:54]2[C:49](=[CH:50][CH:51]=[C:52]([O:57][CH3:58])[CH:53]=2)[CH:48]=1)(=O)=O>>[CH3:58][O:57][C:52]1[CH:53]=[C:54]2[C:49]([CH:48]=[C:47]([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])[CH2:56][CH2:55]2)=[CH:50][CH:51]=1

Participants

4

Reactant 3

HCID 5207064-Bromo-3-nitrobenzotrifluorideHCID 153302566-Methoxy-3,4-dihydronaphthalen-2-yl trifluoromethanesulfonateHCID 23087363Tributyl(2-nitro-4-trifluoromethylphenyl)tin

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-trifluoromethylphenyl)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-d00daee45e914c9cbcda05ad34a62def
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Linked notes

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