HCID 22627618, compound → HCID 22627642, compound

HRID 1954216Notes

Reaction equation

HRID 1954216 reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([C:13]([CH3:15])=[CH2:14])[CH:7]=[CH:8][CH:9]=2)[CH:4]=1)#[N:2]>C(O)C.[Pd]>[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([CH:13]([CH3:15])[CH3:14])[CH:7]=[CH:8][CH:9]=2)[CH:4]=1)#[N:2]

Participants

4

Reactant 1

HCID 22627618HCID 22627618, compound

Product 1

HCID 22627642HCID 22627642, compoundYield 86.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-Cyano-8-isopropenylnaphthalene (0.23 g) and 10% palladium/carbon (containing 50% of water) (50 mg) were suspended in 20 ml of ethanol and the resulting suspension was subjected to catalytic hydrogenation at ordinary temperature under normal pressure for one hour. The reaction mixture was filtered through Celite, and the filtrate was concentrated to giveacrudeproduct. This crude product was purified by silica gel column chromatography to give 0.20 g of the title compound as an oil.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated
  3. customThis crude product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-14ccc5de17b44841bb07877bc2ccb941
Source dataset
uspto-grants-2000_09
Patent number
US06121309

Reaction notes

Loading…