6-Methoxy-alpha-tetralone → 7-Methoxy-3-(2-methyl-6-nitrophenyl)-1,2-dihydronaphthalene

HRID 2423693Notes

Reaction equation

HRID 2423693 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=O)[CH2:8][CH2:7][CH2:6]2.BrC1CCC2C(C=1)=CC=C(OC)C=2.Br[C:28]1[C:33]([N+:34]([O-:36])=[O:35])=[CH:32][CH:31]=[CH:30][C:29]=1[CH3:37]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10]([CH:9]=[C:8]([C:28]3[C:33]([N+:34]([O-:36])=[O:35])=[CH:32][CH:31]=[CH:30][C:29]=3[CH3:37])[CH2:7][CH2:6]2)=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 141126-Methoxy-alpha-tetraloneHCID 2318282-Bromo-3-nitrotolueneHCID 116011473-Bromo-7-methoxy-1,2-dihydronaphthalene

Product 1

HCID 230872677-Methoxy-3-(2-methyl-6-nitrophenyl)-1,2-dihydronaphthalene

Procedure

Synthesized from 6-methoxy-1-tetralone according to an analogous synthetic method to Preparation Example 106, 3-bromo-7-methoxy-1,2-dihydronaphthalene (2.7 g) and 2-bromo-3-nitrotoluene (4.8 g) were used according to an analogous synthetic method to Preparation Example 107 to provide 7-methoxy-3-(2-methyl-6-nitrophenyl)-1,2-dihydronaphthalene (925 mg). This compound (920 mg) was used according to an analogous synthetic method to Example 30 to provide the title compound (740 mg).

Workup

  1. customwere used according to an analogous synthetic method to Preparation Example 107

Sources & evidence

ORD record
ord-bac4662f00744a9f9202f09f7699a04f
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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