Ethyl Acetate → HCID 69053248, compound

HRID 227234Notes

Reaction equation

HRID 227234 reaction equation
CC1C=CC([C:8]#[C:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=C([N+]([O-])=O)C=1.[NH4+:19].[Cl-].CCO[C:24]([CH3:26])=O>CO.C([O-])([O-])=O.[Na+].[Na+].[Zn]>[CH3:14][C:15]1[CH:10]=[CH:9][CH:8]=[C:24]([NH:19][C:8]#[C:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:26]=1

Participants

7

Reactant 3

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 69052614HCID 69052614, compound

Product 1

HCID 69053248HCID 69053248, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 887MethanolSolventHCID 10340Sodium CarbonateSolvent

Procedure

To a solution of 3-(4-methyl-2-nitro-phenylethynyl)-pyridine (1 mmol) in MeOH (1 mL) was added 0.5 mL sat'd NH4Cl followed by zinc dust (0.33 g, 5.0 mmol). The mixture was stirred for 10 min, then diluted with EtOAc (50 mL) and Na2CO3 (50 mL of 10% aqueous solution). The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure to yield the desired material as a clear oil.

Workup

  1. dry with materialThe organic layer was dried over MgSO4
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1d4a4dec9f194a2880c91e95479a2860
Source dataset
uspto-grants-2009_07
Patent number
US07560462B2

Reaction notes

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