Formaldehyde → HCID 117839856, compound

HRID 1477685Notes

Reaction equation

HRID 1477685 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[C:15](=[O:18])([O-])[O-].[K+].[K+].[CH2:21]=[O:22]>O>[OH:22][CH2:21][C:7]1([CH2:15][OH:18])[C:2](=[O:1])[CH2:3][CH2:4][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:6]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 117839856HCID 117839856, compoundYield 267.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

To tert-butyl 4-oxopiperidine-1-carboxylate (1.00 g, 5.02 mmol), water (2.0 mL) and potassium carbonate (10.4 mg, 0.0750 mmol) were added at room temperature and thereafter the mixture was heated to 40° C., followed by adding formaldehyde (36% aqueous solution) (0.795 mg, 9.54 mmol) and stirring the resultant mixture for 2 hours. After completion of the reaction, the reaction solution was purified by silica gel column chromatography (hexane/ethyl acetate=1/2) to obtain the title compound (52.0 mg, yield 4%).

Workup

  1. customAfter completion of the reaction
  2. customthe reaction solution was purified by silica gel column chromatography (hexane/ethyl acetate=1/2)

Sources & evidence

ORD record
ord-4a712312ba994c3d895343fdc1a6e11f
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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