Sulfuric Acid → 1,3-di-tert-Butyl 5-nitrobenzene-1,3-dicarboxylate

HRID 482287

Reaction equation

HRID 482287 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:13]([OH:15])=[O:14])[CH:7]=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10])([O-:3])=[O:2].S(=O)(=O)(O)O.[CH3:21][C:22](=[CH2:24])[CH3:23]>ClCCl>[C:22]([O:10][C:9]([C:8]1[CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[C:6]([C:13]([O:15][C:6]([CH3:13])([CH3:7])[CH3:5])=[O:14])[CH:7]=1)=[O:11])([CH3:23])([CH3:21])[CH3:24]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 120695-Nitroisophthalic acid

Product 1

HCID 540121621,3-di-tert-Butyl 5-nitrobenzene-1,3-dicarboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Nitroisophthalic acid (4.22 g, 20 mmol) was suspended in dichloromethane (80 ml) and concentrated sulphuric acid (1 ml) was added. The solution was stirred and then saturated with isobutylene gas. The reaction vessel was stoppered and stirred at room temperature overnight. The solution was filtered and anhydrous potassium carbonate was added to the filtrate the solution was filtered and evsaporated and the residue recrystallised from ethanol to leave the title compound as a white solid (2.2 g).

Workup

  1. stirringstirred at room temperature overnight
  2. filtrationThe solution was filtered
  3. additionanhydrous potassium carbonate was added to the filtrate the solution
  4. filtrationwas filtered
  5. customthe residue recrystallised from ethanol

Sources & evidence

ORD record
ord-ebf588c87d5e4487b5f55696229b9de1
Source dataset
uspto-grants-1998_08
Patent number
US05795907

Linked notes

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