2-Methoxy-8,9-dihydro-5H-benzo[7]annulen-6(7H)-one → 3-Methoxy-8-(4-methoxy-2-nitrophenyl)-6,7-dihydro-5H-benzocycloheptene

HRID 2423648Notes

Reaction equation

HRID 2423648 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][C:11](=O)[CH2:10][CH2:9][CH2:8][C:7]=2[CH:14]=1.FC(F)(F)S(OC1CCCC2C=C(OC)C=CC=2C=1)(=O)=O.C([Sn](CCCC)(CCCC)[C:41]1[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][C:42]=1[N+:49]([O-:51])=[O:50])CCC>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:12]=[C:11]([C:41]3[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][C:42]=3[N+:49]([O-:51])=[O:50])[CH2:10][CH2:9][CH2:8][C:7]=2[CH:14]=1

Participants

4

Reactant 3

HCID 123691772-Methoxy-8,9-dihydro-5H-benzo[7]annulen-6(7H)-oneHCID 23087474Tributyl(4-methoxy-2-nitrophenyl)tinHCID 86605238HCID 86605238, compound

Product 1

HCID 666269683-Methoxy-8-(4-methoxy-2-nitrophenyl)-6,7-dihydro-5H-benzocycloheptene

Procedure

Synthesized from 2-methoxy-5,7,8,9-tetrahydrobenzocyclohepten-6-one according to an analogous synthetic method to Preparation Example 82, 2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-yl trifluoromethanesulfonate (3.0 g) and tributyl(4-methoxy-2-nitrophenyl)tin (10.8 g) were used according to an analogous synthetic method to Preparation Example 77 to provide the title compound (2.8 g).

Workup

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

Sources & evidence

ORD record
ord-59080dac930d4646b4517668f1abcd0a
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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