Water → HCID 13002715, compound

HRID 1156768Notes

Reaction equation

HRID 1156768 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([C:20](=[O:22])[NH2:21])([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.O>[Pd].C1(C)C=CC=CC=1>[O:22]=[C:20]1[C:11]2([CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][C:15]2=[N:21]1

Participants

5

Reactant 2

HCID 962WaterHCID 744801-Benzyl-4-carbamoyl-4-piperidinopiperidine

Product 1

HCID 13002715HCID 13002715, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 10 g of 1-benzyl-4-carbamoyl-4-piperidino-piperidine, 3 g of 5% palladium-on-charcoal catalyst and 100 ml of water is boiled under reflux for 8 hours, while the toluene formed is removed. The reaction mixture is then cooled, and the catalyst is removed by filtration. The filtrate is concentrated to 10 ml under reduced pressure and is allowed to stand. The precipitated crystals are collected by filtration, dried and recrystallized from chloroform to give 2,3,5,6,7,8-hexahydro-2-oxoimidazo[1,2-a]pyridine-3-spiro-4'-piperidine as colorless crystals, m.p. 220° C., 70% yield.

Workup

  1. customformed
  2. customis removed
  3. temperatureThe reaction mixture is then cooled
  4. customthe catalyst is removed by filtration
  5. concentrationThe filtrate is concentrated to 10 ml under reduced pressure
  6. filtrationThe precipitated crystals are collected by filtration
  7. customdried
  8. customrecrystallized from chloroform

Sources & evidence

ORD record
ord-d2e7c91453a9472089d723f346f2bee4
Source dataset
uspto-grants-1982_06
Patent number
US04337260

Reaction notes

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