Methanol → HCID 54128447, compound

HRID 616634Notes

Reaction equation

HRID 616634 reaction equation
[C:1]1([C:7]2[C:11]3[CH:12]=[CH:13][C:14]([O:16][CH3:17])=[CH:15][C:10]=3[S:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][O:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](Cl)=[O:23].[Cl-].[Al+3].[Cl-].[Cl-].CO>ClCCCl>[CH3:18][O:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[C:22]([C:8]1[S:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=2[C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:23]

Participants

6

Reactant 4

HCID 887MethanolHCID 889692-Methoxybenzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 15422638HCID 15422638, compound

Product 1

HCID 54128447HCID 54128447, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

By the procedure of Example 5, 5.0 g. (0.0208 mole) of 3-phenyl-6-methoxybenzothiophene were treated with 3.60 g. (0.021 mole) of o-methoxybenzoyl chloride and 2.80 g. (0.021 mole) of aluminum chloride in 100 ml. of 1,2-dichloroethane as solvent. The crystalline product, 2-(2-methoxybenzoyl)-3-phenyl-6-methoxybenzothiophene (7.52 g.; 97 percent) was obtained from methanol, m.p. 111°-112° C. The product was sufficiently pure to be employed in the next succeeding step; however, a portion of the product was further purified by recrystallization from methanol with the following analytical result.

Sources & evidence

ORD record
ord-2a84a89be238477d91c35e3b03dc399c
Source dataset
uspto-grants-1978_02
Patent number
US04075227

Reaction notes

Loading…