Hydrochloric Acid → HCID 86707845, compound

HRID 1844674Notes

Reaction equation

HRID 1844674 reaction equation
Cl.[CH3:2][O:3][N:4]1[CH2:9][CH2:8][C:7](=[CH:10][O:11]C)[CH2:6][CH2:5]1>C1COCC1>[CH3:2][O:3][N:4]1[CH2:9][CH2:8][CH:7]([CH:10]=[O:11])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68299233HCID 68299233, compound

Product 1

HCID 86707845HCID 86707845, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Concentrated hydrochloric acid (7 mL) was added to a solution of 1-methoxy-4-methoxymethylene-piperidine (9.2 g, 58 mmol) in THF (100 mL), and the mixture was stirred at room temperature for 4 h. The organic solvent was removed under reduced pressure, and the reaction mixture was partitioned between methylene chloride and water. The separated organic layer was dried over sodium sulfate, filtered and concentrated in vacuum. The crude product was purified by column chromatography on silica gel. Yield: 7.5 g of 1-methoxy-piperidine-4-carbaldehyde as an oil.

Workup

  1. customThe organic solvent was removed under reduced pressure
  2. customthe reaction mixture was partitioned between methylene chloride and water
  3. dry with materialThe separated organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuum
  6. customThe crude product was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-1c9b7cf8b0014b55ad7b0aaa89015205
Source dataset
uspto-grants-2015_02
Patent number
US08946453B2

Reaction notes

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