Bromomethyl 4-methoxyphenyl ketone → HCID 21510501, compound

HRID 1577024Notes

Reaction equation

HRID 1577024 reaction equation
OC1C=CC=CC=1C(=O)C.C(=O)C1C(=CC=CC=1)O.BrCC(C1C=CC(OC)=CC=1)=O.BrCC(C1C=CC(Cl)=CC=1)=O.[CH3:43][C:44]1[C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][C:47]=2[O:46][C:45]=1[C:53](=[O:62])[C:54]1[CH:59]=[CH:58][C:57]([O:60]C)=[CH:56][CH:55]=1>>[CH3:43][C:44]1[C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][C:47]=2[O:46][C:45]=1[C:53](=[O:62])[C:54]1[CH:59]=[CH:58][C:57]([OH:60])=[CH:56][CH:55]=1

Participants

6

Reactant 5

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 6998SalicylaldehydeHCID 83752'-HydroxyacetophenoneHCID 68303p-Chlorophenacyl bromideHCID 1476463HCID 1476463, compound2×

Product 1

HCID 21510501HCID 21510501, compound

Procedure

When an equivalent amount of o-hydroxyacetophenone is substituted in the procedure of Example 11 for salicylaldehyde and α-bromo-p-methoxyacetophenone is substituted for α-bromo-p-chloroacetophenone, there is ultimately obtained 3-methyl-2-(4-methoxybenzoyl)benzofuran. Demethylation of 3-methyl-2-(4-methoxybenzoyl)-benzofuran as described above gives 3-methyl-2-(4-hydroxybenzoyl)benzofuran.

Sources & evidence

ORD record
ord-c25abd274cad4fd5842c0682a02bf2e9
Source dataset
uspto-grants-1976_09
Patent number
US03983245

Reaction notes

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