HCID 69563834, compound → HCID 131724037, compound

HRID 396721Notes

Reaction equation

HRID 396721 reaction equation
[C:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14](/[C:18](/[CH3:25])=[CH:19]\[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>[Pd].C(O)C>[C:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([CH:18]([CH3:25])[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

4

Reactant 1

HCID 69563834HCID 69563834, compound

Product 1

HCID 131724037HCID 131724037, compoundYield 100.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 3-(1-boc-1,2,3,4-tetrahydro-quinolin-6-yl)crotonate [9 g, Reference Example 7(c)] and 5% palladium on charcoal (2.5 g) in ethanol (250 ml) was hydrogenated at room temperature and pressure overnight. The spent catalyst was removed by filtration through Celite and the filtrate was evaporated to give the title compound (9.1 g) as a colourless oil.

Workup

  1. customwas hydrogenated at room temperature
  2. custompressure overnight
  3. customThe spent catalyst was removed by filtration through Celite
  4. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-e73170a92bec467fbfc7829ad381e853
Source dataset
uspto-grants-2003_08
Patent number
US06608084B1

Reaction notes

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