Benzene → tert-Butyl 3,4-dinitrobenzoate

HRID 1111772Notes

Reaction equation

HRID 1111772 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:7](Cl)=[O:8])([O-:3])=[O:2].C1C=CC=CC=1.[C:22]([OH:26])([CH3:25])([CH3:24])[CH3:23]>N1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:7]([O:26][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:8])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 241BenzeneHCID 6386tert-ButanolHCID 118064913,4-dinitrobenzoyl Chloride

Product 1

HCID 20551560tert-Butyl 3,4-dinitrobenzoateYield 49%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The crude 3,4-dinitrobenzoyl chloride, 500 ml. of benzene, 25 ml. of pyridine and 22 g. (0.3 mole) of t-butyl alcohol were reacted as in Example 2 (A), second paragraph, to provide 33 g. (49 percent yield) of t-butyl 3,4-dinitrobenzoate.

Workup

  1. customto provide 33 g

Sources & evidence

ORD record
ord-b8e634f05b964b469bb73637f0356efc
Source dataset
uspto-grants-1978_10
Patent number
US04118573

Reaction notes

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