Ethyl 3-(2-methoxyphenyl)propanoate → 5-[3-(Ethoxycarbonyl)benzoyl]-2-methoxybenzenepropanoic acid, ethyl ester

HRID 981844Notes

Reaction equation

HRID 981844 reaction equation
[Cl-].[CH2:2]([O:4][C:5](=[O:15])[C:6]1[CH:14]=[CH:13][CH:12]=[C:8]([C:9]([OH:11])=O)[CH:7]=1)[CH3:3].[CH3:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[CH2:2]([O:4][C:5]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([C:21]1[CH:22]=[CH:23][C:18]([O:17][CH3:16])=[C:19]([CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:20]=1)=[O:11])=[O:15])[CH3:3]

Participants

5

Reactant 3

HCID 578401Ethyl 3-(2-methoxyphenyl)propanoateHCID 6451240Aluminum(III) ChlorideHCID 86744615Isophthalic acid monoethyl ester monochloride

Product 1

HCID 147396555-[3-(Ethoxycarbonyl)benzoyl]-2-methoxybenzenepropanoic acid, ethyl esterYield 104.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the procedure of Example 1, 30.6 g of isophthalic acid monoethyl ester monochloride and 30 g of ethyl 2-methoxybenzene propanoate were treated with 57 g of aluminum chloride in dichloromethane to provide 53.6 g of the desired title product, as an oil.

Sources & evidence

ORD record
ord-9fa552aaa55947f6bfda18594facac40
Source dataset
uspto-grants-1991_02
Patent number
US04992576

Reaction notes

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