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

HRID 612580

Reaction equation

HRID 612580 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][C:19]1[CH:25]=[CH:24][C:22]([O-:23])=[CH:21][CH:20]=1.[Na+]>CN(C=O)C>[CH3:18][C:19]1[CH:25]=[CH:24][C:22]([O:23][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:21][CH:20]=1

Participants

4

Reactant 2

HCID 691191,2-Benzenedicarboxylic acid, 4-nitro-, 1,2-dimethyl esterHCID 23673456Sodium p-methylphenolate

Product 1

HCID 19595679Dimethyl 4-(4-methylphenoxy)phthalate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dimethyl 4-nitrophthalate was reacted in DMF with sodium 4-methylphenoxide to give dimethyl 4-(4-methylphenoxy)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 yellowish oil.

Sources & evidence

ORD record
ord-f90c1636df7f4585930f4d42652aa76d
Source dataset
uspto-grants-1999_12
Patent number
US06005010

Linked notes

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