Ethyl orthoformate → Ethyl 2,3-dimethoxy-6-nitrobenzoate

HRID 980881Notes

Reaction equation

HRID 980881 reaction equation
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[C:8]([N+:14]([O-:16])=[O:15])[C:4]=1[C:5]([OH:7])=[O:6].C(OCC)(OCC)O[CH2:19][CH3:20]>C(O)(C)C>[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[C:8]([N+:14]([O-:16])=[O:15])[C:4]=1[C:5]([O:7][CH2:19][CH3:20])=[O:6]

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 127623792,3-Dimethoxy-6-nitrobenzoic acid

Product 1

HCID 13749913Ethyl 2,3-dimethoxy-6-nitrobenzoateYield 80%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Condensation of 2,3-dimethoxy-6-nitrobenzoic acid (1 eg) with (1.5 eg) of triethyl orthoformate gave after isopropanol crystallization an 80% yield of the title compound, mp 120°-122° C.

Workup

  1. customgave

Sources & evidence

ORD record
ord-97e71b77524b47c09ca5ee818f805799
Source dataset
uspto-grants-1987_01
Patent number
US04639518

Reaction notes

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