Sulfuric Acid → HCID 13689005, compound

HRID 364162Notes

Reaction equation

HRID 364162 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:17]([O-:19])=[O:18])=[C:6]([CH:16]=1)[O:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]=[O:11].C([O:22]CC)C.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC.OS(O)(=O)=O>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:17]([O-:19])=[O:18])=[C:6]([CH:16]=1)[O:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[C:10]([OH:22])=[O:11]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 2723671Tetrabutylammonium HydroxideHCID 20240185HCID 20240185, compound

Product 1

HCID 13689005HCID 13689005, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The 2-(5'-chloro-2-nitrophenoxy)benzoic acid was prepared as follows: Crude 2-(5-chloro-2-nitrophenoxy)benzaldehyde was heated under reflux with 200 ml of diethylether, 120 ml of water, 41.1 g of Na2Cr2O7 ·2H2O and 6.0 g of a 40% tetra-n-butylammonium hydroxide solution, and to it was added 63 ml of 9M H2SO4 over three hours. Heating was continued for an additional two hours, and the aqueous layer was extracted with ether and evaporated to dryness to provide the product.

Workup

  1. temperatureHeating
  2. extractionthe aqueous layer was extracted with ether
  3. customevaporated to dryness
  4. customto provide the product

Sources & evidence

ORD record
ord-4178b98c6cc441ca9c4423804f5804e7
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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