3-Methylbenzoyl chloride → [2-(4-Methoxyphenyl)-6-methoxybenzo[b]thien-3-yl][3-methylphenyl]methanone

HRID 1956806Notes

Reaction equation

HRID 1956806 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[S:23][C:22]3[CH:24]=[C:25]([O:28][CH3:29])[CH:26]=[CH:27][C:21]=3[CH:20]=2)=[CH:15][CH:14]=1.[Al+3].[Cl-].[Cl-].[Cl-]>>[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[S:23][C:22]3[CH:24]=[C:25]([O:28][CH3:29])[CH:26]=[CH:27][C:21]=3[C:20]=2[C:5]([C:4]2[CH:8]=[CH:9][CH:10]=[C:2]([CH3:1])[CH:3]=2)=[O:6])=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 743753-Methylbenzoyl chlorideHCID 8509416-Methoxy-2-(4-methoxyphenyl)benzo[b]thiopheneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 17760556[2-(4-Methoxyphenyl)-6-methoxybenzo[b]thien-3-yl][3-methylphenyl]methanoneYield 163.5%

Procedure

In a manner similar to that described in Preparation 2, 3.1 g (20 mmol) of 3-methylbenzoylchloride, 2 g (7.4 mmol) of 2-(4-methoxyphenyl)-6-methoxybenzo[b]thiophene and 6.7 g (50 mmol) of AlCl3 were converted to 4.7 g of the title compound, isolated as yellow amorphous powder.

Sources & evidence

ORD record
ord-84e9f8c6719140c688a1f085c6c2d1c5
Source dataset
uspto-grants-1998_07
Patent number
US05780648

Reaction notes

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