5-Bromo-1,2,3-trimethoxybenzene → (6-Methoxy-2-methyl-3a,7a-dihydro-benzofuran-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone

HRID 273341Notes

Reaction equation

HRID 273341 reaction equation
[CH3:1][O:2][C:3]1[CH:14]=[CH:13][C:6]2[C:7]([CH:11]=[O:12])=[C:8]([CH3:10])[O:9][C:5]=2[CH:4]=1.[CH3:15][O:16][C:17]1[CH:18]=[C:19](Br)[CH:20]=[C:21]([O:25][CH3:26])[C:22]=1[O:23][CH3:24]>O=[Mn]=O>[CH3:1][O:2][C:3]1[CH:14]=[CH:13][CH:6]2[C:7]([C:11]([C:19]3[CH:20]=[C:21]([O:25][CH3:26])[C:22]([O:23][CH3:24])=[C:17]([O:16][CH3:15])[CH:18]=3)=[O:12])=[C:8]([CH3:10])[O:9][CH:5]2[CH:4]=1

Participants

4

Reactant 2

HCID 758855-Bromo-1,2,3-trimethoxybenzeneHCID 866061886-Methoxy-2-methylbenzofuran-3-carbaldehyde

Product 1

HCID 58668400(6-Methoxy-2-methyl-3a,7a-dihydro-benzofuran-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

6-Methoxy-2-methylbenzofuran-3-carbaldehyde was coupled with 3,4,5-trimethoxybromobenzene and subsequently oxidized by MnO2 in a manner similar to that described in Example 11 to afford compound 12.

Sources & evidence

ORD record
ord-946fa38e2692420cb8005b22fcf9196f
Source dataset
uspto-grants-2008_11
Patent number
US07456289B2

Reaction notes

Loading…