Ethyl Acetate →

HRID 1292030Notes

Reaction equation

HRID 1292030 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH3:6][C:7]1[O:8][CH2+:9]([C:21]2[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][CH:22]=2)[C:10]2[CH:16]=[C:15]([O:17]C)[C:14]([O:19]C)=[CH:13][C:11]=2[CH:12]=1.[Al+3].[Cl-].[Cl-].[Cl-].C(OCC)(=O)C>[N+](C)([O-])=O>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[OH:19][C:14]1[C:15]([OH:17])=[CH:16][C:10]2[CH2+:9]([C:21]3[CH:22]=[CH:23][C:24]([N+:27]([O-:29])=[O:28])=[CH:25][CH:26]=3)[O:8][C:7]([CH3:6])=[CH:12][C:11]=2[CH:13]=1

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 6451240Aluminum(III) Chloride

Product 0

No Product data yet.

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

44.0 g of 3-methyl-6,7-dimethoxy-1-(4-nitrophenyl)-2-benzopyrylium-perchlorate (C.A. 105, 1986, 152712h) is added to a solution of 46.3 g of AlCl3 in 170 ml of nitromethane and heated to boiling for 4 hours. The solvent is removed, the residue is treated with 500 ml of cooled 50% HCl solution, and the product that is obtained is washed with cold water. 43.5 g of crude product, which is mixed with 130 ml of acetic acid, heated to boiling and mixed with 13.3 ml of 70% HClO4, is obtained. After cooling, 30.0 g of the title compound (73%) with melting point 253°-255° C. (decomposition ethyl acetate) is obtained.

Workup

  1. temperatureheated
  2. customThe solvent is removed
  3. additionthe residue is treated with 500 ml of cooled 50% HCl solution
  4. customthe product that is obtained
  5. washis washed with cold water
  6. addition43.5 g of crude product, which is mixed with 130 ml of acetic acid
  7. temperatureheated
  8. additionmixed with 13.3 ml of 70% HClO4
  9. customis obtained
  10. temperatureAfter cooling

Sources & evidence

ORD record
ord-db342de8b9c04de2aa9ad72a5d612d01
Source dataset
uspto-grants-1998_05
Patent number
US05756495

Reaction notes

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