Methylparaben → Bis[4-(methoxycarbonyl)phenyl] butanedioate

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([OH:11])=[CH:9][CH:10]=1)=[O:4].[C:12](Cl)(=[O:18])[CH2:13][CH2:14][C:15](Cl)=[O:16]>>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12](=[O:18])[CH2:13][CH2:14][C:15]([O:11][C:8]2[CH:7]=[CH:6][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:10][CH:9]=2)=[O:16])=[CH:7][CH:6]=1)=[O:4]

Participants

Reactant 2

HCID 7456Methylparaben

HCID 10970Succinyl chloride

Product 1

HCID 13907222Bis[4-(methoxycarbonyl)phenyl] butanedioate

Procedure

A similar procedure to Example 1 is carried out by using 15.2 g of methyl p-hydroxybenzoate and 7.8 g of succinic dichloride to yield di(p-methyloxycarbonylphenyl)succinate, m.p. 189.5°-190° C., as white crystals.

Sources & evidence

ORD record: ord-a6a23a7d99754595ba19915d197090de
Source dataset: uspto-grants-1987_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04713474

Reaction notes

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