Hydrochloric Acid → HCID 20483356, compound

HRID 647827Notes

Reaction equation

HRID 647827 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:18]3[CH2:19][CH2:20][CH2:21][CH2:22][CH:17]3[NH:16][C:15]2=[O:23])[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H].[ClH:26]>CO.O.[C].[Pd]>[ClH:26].[N:14]1([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22][CH:17]2[NH:16][C:15]1=[O:23]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 13211795HCID 13211795, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20483356HCID 20483356, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In this reference example, a solution of 6.1 g of 1-benzyl-4-(octahydro-2H-benzimidazol-2-one-1-yl)-piperidine obtained in the same manner as that of Reference Example 18 and 1 g of 5% palladium carbon in 100 ml of methanol, 100 ml of water and 20 ml of 12 N hydrochloric acid is shaken in the atmosphere of hydrogen under 4 to 5 atmosphere in an autoclave. The shaking is ceased when the absorption of hydrogen has been completed. The reaction mixture is subjected to filtration to remove the catalyst and the filtrate is concentrated. The residue is mixed with 20 ml of isopropanol and stirred to crystallize the reaction product. The crystals are dried and recrystallized from ethanol to obtain 3.9 g of the desired product.

Workup

  1. customthe absorption of hydrogen
  2. filtrationThe reaction mixture is subjected to filtration
  3. customto remove the catalyst
  4. concentrationthe filtrate is concentrated
  5. additionThe residue is mixed with 20 ml of isopropanol
  6. customto crystallize the reaction product
  7. customThe crystals are dried
  8. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a1eda07551a044619230da701adc9222
Source dataset
uspto-grants-1983_10
Patent number
US04410528

Reaction notes

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