1,2-Benzenedicarboxylic acid, 4-nitro-, 1,2-dimethyl ester → Dimethyl 4-(4-methoxyphenoxy)phthalate

HRID 612579

Reaction equation

HRID 612579 reaction equation
[N+]([C:4]1[CH:5]=[C:6]([C:14]([O:16][CH3:17])=[O:15])[C:7](=[CH:12][CH:13]=1)[C:8]([O:10][CH3:11])=[O:9])([O-])=O.[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:23]([O-:24])=[CH:22][CH:21]=1.[Na+]>CN(C=O)C>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:23]([O:24][C:4]2[CH:5]=[C:6]([C:14]([O:16][CH3:17])=[O:15])[C:7](=[CH:12][CH:13]=2)[C:8]([O:10][CH3:11])=[O:9])=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 691191,2-Benzenedicarboxylic acid, 4-nitro-, 1,2-dimethyl esterHCID 23679016Sodium 4-methoxyphenolate

Product 1

HCID 19595676Dimethyl 4-(4-methoxyphenoxy)phthalate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dimethyl 4-nitrophthalate was reacted in DMF with sodium 4-methoxyphenoxide to give dimethyl 4-(4-methoxyphenoxy)phthalate in analogy to a process known from the literature (J. Org. Chem. Vol. 42, No. 21, 1977, 3419-3425). After standard working up and chromatography using hexane/EA, the diester was isolated as a brownish oil.

Sources & evidence

ORD record
ord-8bc0104e97074b478061d1e1b1576f58
Source dataset
uspto-grants-1999_12
Patent number
US06005010

Linked notes

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