3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone → HCID 67592240, compound

HRID 2107119Notes

Reaction equation

HRID 2107119 reaction equation
[NH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH2:4][CH2:3][C:2]1=[O:11]>[Pt](=O)=O>[NH:1]1[C@@H:10]2[C@@H:5]([CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:4][CH2:3][C:2]1=[O:11]

Participants

3

Reactant 1

HCID 7360043,4,5,6,7,8-Hexahydro-2(1H)-quinolinone

Product 1

HCID 67592240HCID 67592240, compoundYield 43.2%

Reagents, catalysts & solvents 1

HCID 345198Adams' catalystCatalyst

Procedure

One gram of platinum(IV) oxide was added to a solution of 80 g of 3,4,5,6,7,8-hexahydro-1H-quinolin-2-one and this was hydrogenated at 20° to 25° C. under normal pressure. After filtration of the reaction solution, it was evaporated and the residue was fractionally crystallized from n-hexane. 35 g of cis-octahydro-1H-quinolin-2-one having a melting point of 123° to 126° C. were obtained.

Workup

  1. customwas hydrogenated at 20° to 25° C.
  2. filtrationAfter filtration of the reaction solution, it
  3. customwas evaporated
  4. customthe residue was fractionally crystallized from n-hexane

Sources & evidence

ORD record
ord-cd6d2b3eda604809a9c2ce51585aa858
Source dataset
uspto-grants-1990_06
Patent number
US04933361

Reaction notes

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