HCID 18510807, compound → HCID 18510854, compound

HRID 2228951Notes

Reaction equation

HRID 2228951 reaction equation
[CH:1]1([N:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]2=[O:17])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C.[Pd]>[CH:1]1([N:7]2[CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]2=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 18510807HCID 18510807, compound

Product 1

HCID 18510854HCID 18510854, compoundYield 83.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The compound (200 mg) obtained in step (c) just above was dissolved in a mixed solution (10.7 ml) of ethanol concentrated hydrochloric acid=15:1. 10% Pd—C (60 mg) was added to the solution, followed by hydrogenation for 3.5 hr. Pd—C was removed by filtration through Celite. The filtrate was concentrated under the reduced pressure. Water was then added the residue. The mixture was extracted with ethyl acetate. The organic layer was then dried over anhydrous magnesium sulfate. The solvent was then removed by distillation to give 2-cyclohexyl-3,4-dihydro-2H-isoquinolin-1-one (168 mg).

Workup

  1. customPd—C was removed by filtration through Celite
  2. concentrationThe filtrate was concentrated under the reduced pressure
  3. additionWater was then added the residue
  4. extractionThe mixture was extracted with ethyl acetate
  5. dry with materialThe organic layer was then dried over anhydrous magnesium sulfate
  6. customThe solvent was then removed by distillation

Sources & evidence

ORD record
ord-c4aae0c345414edc904b2a1a7abfa48a
Source dataset
uspto-grants-2002_07
Patent number
US06417362B1

Reaction notes

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