Sodium Carbonate → HCID 20059106, compound

HRID 2232578Notes

Reaction equation

HRID 2232578 reaction equation
[CH2:1]([O:5][C:6]1[CH:13]=[CH:12][C:9](C=O)=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.C(O[CH:17]([O:21][CH2:22]C)[O:18][CH2:19]C)C.[N+]([O-])([O-])=O.[NH4+].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH3:22][O:21][CH:17]([O:18][CH3:19])[C:9]1[CH:12]=[CH:13][C:6]([O:5][CH2:1][CH:2]2[O:4][CH2:3]2)=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 22985Ammonium nitrateHCID 31214Ethyl orthoformateHCID 2736334HCID 2736334, compound

Product 1

HCID 20059106HCID 20059106, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A total of 8.5 g. (0.0477 mole) of the above aldehyde and 8.5 g. (0.0574 mole) of triethylorthoformate was then added to a 50 ml. round bottom flask equipped with magnetic stir bar and reflux condenser. A solution of 0.25 g. (0.003 mole) ammonium nitrate was dissolved in 5 ml. of warm ethanol and added rapidly to the reaction mixture. The mixture was stirred for 6 hrs. at room temperature, neutralized with excess sodium carbonate, filtered, and the solvent removed under vacuum. The resulting oil (100% yield) had no residual aldehyde as determined by NMR. No further purification was needed.

Workup

  1. customround bottom flask equipped with magnetic stir bar
  2. temperaturereflux condenser
  3. customat room temperature
  4. filtrationfiltered
  5. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-989fa578313541f0b66174978e9e9968
Source dataset
uspto-grants-1988_11
Patent number
US04788280

Reaction notes

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