Hydrochloric Acid → HCID 13065274, compound

HRID 1065465Notes

Reaction equation

HRID 1065465 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([CH:14]=[C:15]([N+]([O-])=O)[CH3:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Cl.C([OH:25])C>[Fe].O>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C:15](=[O:25])[CH3:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 53780043HCID 53780043, compound

Product 1

HCID 13065274HCID 13065274, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

The starting material is prepared as follows: The mixture of 30.4 g of 1-[4-(4-chlorobenzyloxy)-phenyl]-2-nitropropene (Example 2), 80 g of iron powder, 3.2 g of ferric chloride, 40 ml of concentrated hydrochloride acid, 400 ml of ethanol and 1.2 lt of water is stirred vigorously at refux for ten hours, cooled and filtered. The residue is washed with methanol, the filtrate evaporated and the residue dissolved in hot isopropanol. The solution is treated with charcoal, filtered, the filtrate refrigerated, the precipitate collected, washed with petroleum ether and dried, to afford the 4-(4-chlorobenzyloxy)-phenylacetone melting at 76°-80°.

Workup

  1. customThe starting material is prepared
  2. temperaturecooled
  3. filtrationfiltered
  4. washThe residue is washed with methanol
  5. customthe filtrate evaporated
  6. dissolutionthe residue dissolved in hot isopropanol
  7. additionThe solution is treated with charcoal
  8. filtrationfiltered
  9. customthe precipitate collected
  10. washwashed with petroleum ether
  11. customdried

Sources & evidence

ORD record
ord-f523040b63814d41a2153b6cb1306d2c
Source dataset
uspto-grants-1982_05
Patent number
US04329367

Reaction notes

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