Hydrochloric Acid → HCID 54410914, compound

HRID 1008544Notes

Reaction equation

HRID 1008544 reaction equation
O.[NH:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1.Cl.[C:10](=O)([O-])[O-:11].[Na+].[Na+].C[CH:17]([C:21](Cl)=[O:22])[C:18](Cl)=[O:19]>O.ClCCl>[CH3:10][O:11][C:21](=[O:22])[CH2:17][C:18](=[O:19])[N:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 10931669MethylmalonylchlorideHCID 21584170Piperidin-4-one hydrate

Product 1

HCID 54410914HCID 54410914, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 4-piperidone monohydrate, hydrochloride (30.7 g; 0.2 mol), sodium carbonate (42 g; 0.4 mol) in water (160 mL) was added dichloromethane (500 mL). The mixture was stirred at room temperature and a solution of methyl malonylchloride (26 ml; 1.2 eq) in dichloromethane (100 mL) was added dropwise at room temperature, keeping the temperature of the reaction mixture below 30° C. The pH was maintained at 8 at the end of the addition. The mixture was stirred 4 hours at room temperature. The residue was extracted twice with dichloromethane, dried over magnesium sulfate and evaporate to yield the title compound (37.4 g).

Workup

  1. customthe temperature of the reaction mixture below 30° C
  2. temperatureThe pH was maintained at 8 at the end of the addition
  3. stirringThe mixture was stirred 4 hours at room temperature
  4. extractionThe residue was extracted twice with dichloromethane
  5. dry with materialdried over magnesium sulfate
  6. customevaporate

Sources & evidence

ORD record
ord-c429fbbe89264b8a891dacf1e93ca606
Source dataset
uspto-grants-2004_09
Patent number
US06797710B2

Reaction notes

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