Ethanol → Methyl 3,5-dinitrobenzoate

HRID 904344Notes

Reaction equation

HRID 904344 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[C:7]([OH:9])=[O:8])([O-:3])=[O:2].[CH2:16](O)C>CO>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[C:7]([O:9][CH3:16])=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 702EthanolHCID 74333,5-Dinitrobenzoic acid

Product 1

HCID 222067Methyl 3,5-dinitrobenzoateYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following Example 11 but replacing the 1-(H)-tetrazolylacetic acid with 3,5-dinitrobenzoic acid, 3.39 g (1.6 cmoles) and the ethanol with methanol, 0.64 ml (1.6 cmoles), the ester was obtained with a yield of 96% (2.17 g), m.p.=108° C.

Sources & evidence

ORD record
ord-5bd2f4b322e649ce8dc3d0977ee1a34d
Source dataset
uspto-grants-1980_10
Patent number
US04230849

Reaction notes

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