Hydrochloric Acid → HCID 3925935, compound

HRID 2117335Notes

Reaction equation

HRID 2117335 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:16]([O:18][Si](OCC)(OCC)OCC)[CH3:17].C(=O)([O-])[O-].[K+].[K+].[CH2:35](O)[CH3:36]>O.C(OCC)C>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([O:18][CH2:16][CH3:17])([O:14][CH2:35][CH3:36])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 6517TetraethoxysilaneHCID 11430Potassium CarbonateHCID 192201-Benzyl-4-piperidone

Product 1

HCID 3925935HCID 3925935, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 1-benzylpiperidin-4-one (240 ml, 1.3 mol) in ethanol (500 ml) was saturated with gaseous hydrogen chloride under cooling on an ice bath. The mixture was treated with tetraethoxysilane (300 ml), kept overnight at RT, then poured with stirring into a mixture of diethyl ether (500 ml), potassium carbonate (500 g) and water (1000 ml). The organic layer was separated, the diethyl ether was evaporated and the residue was distilled under vacuum to give the title compound (369 g, 77%).

Workup

  1. temperatureunder cooling on an ice bath
  2. additionpoured
  3. customThe organic layer was separated
  4. customthe diethyl ether was evaporated
  5. distillationthe residue was distilled under vacuum

Sources & evidence

ORD record
ord-d2db8bc3424644c29af67fce31971399
Source dataset
uspto-grants-2008_10
Patent number
US07442701B2

Reaction notes

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