Sulfuric Acid → HCID 15096763, compound

HRID 345554Notes

Reaction equation

HRID 345554 reaction equation
[CH2:1]([O:3][CH:4]1[C:9](OC)([O:10]C)[CH2:8][CH2:7][N:6]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:5]1)[CH3:2].S(=O)(=O)(O)O.C(=O)([O-])[O-].[Na+].[Na+]>O>[CH2:1]([O:3][CH:4]1[C:9](=[O:10])[CH2:8][CH2:7][N:6]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:5]1)[CH3:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 15096762HCID 15096762, compound

Product 1

HCID 15096763HCID 15096763, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 34.1 parts of ethyl 3-ethoxy-4,4-dimethoxy-1-piperidinecarboxylate and 1110 parts of a sulfuric acid solution 1% in water was stirred and refluxed for 3 hours. The reaction mixture was cooled and saturated with sodium carbonate. The product was extracted with dichloromethane. The extract was washed with a small amount of water, dried, filtered and evaporated. The residue was stirred in petroleumether. The product was separated and distilled, yielding 21.1 parts of ethyl 3-ethoxy-4-oxo-1-piperidinecarboxylate bp. ±95° C. at 0.05 mm. pressure (intermediate 68).

Workup

  1. temperaturerefluxed for 3 hours
  2. extractionThe product was extracted with dichloromethane
  3. washThe extract was washed with a small amount of water
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. stirringThe residue was stirred in petroleumether
  8. customThe product was separated
  9. distillationdistilled

Sources & evidence

ORD record
ord-9d754a29280e41aa8e24d98ba561ce75
Source dataset
uspto-grants-1991_10
Patent number
US05057525

Reaction notes

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