Hydrochloric Acid → HCID 15067108, compound

HRID 1587044Notes

Reaction equation

HRID 1587044 reaction equation
Cl.[CH2:2]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]=[C:15]([N+]([O-])=O)[CH3:16])=[CH:10][N:9]=1)[CH3:3].C[OH:21]>[Fe]>[CH2:2]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15](=[O:21])[CH3:16])=[CH:10][N:9]=1)[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 54097466HCID 54097466, compound

Product 1

HCID 15067108HCID 15067108, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

6.5 ml of concentrated hydrochloric acid are added dropwise to a boiling suspension of 800 mg (3.2 mmol) of 1-[2-(2-ethoxyethoxy)-5-pyridyl]-2-nitro-1-propene and 710 mg of iron filings in 10 ml of methanol. After 30 minutes the mixture is filtered and diluted with water. It is washed with ether, adjusted to pH 7 and extracted with ether. The organic phase is washed with 1% strength aqueous sodium hydroxide solution and then with water, dried over sodium sulphate and evaporated.

Workup

  1. filtrationAfter 30 minutes the mixture is filtered
  2. additiondiluted with water
  3. washIt is washed with ether
  4. extractionextracted with ether
  5. washThe organic phase is washed with 1% strength aqueous sodium hydroxide solution
  6. dry with materialwith water, dried over sodium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-6d102269b70e4baf88b4cc35d97527cc
Source dataset
uspto-grants-1993_06
Patent number
US05216170

Reaction notes

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