HCID 21187680, compound → HCID 21187700, compound

HRID 1637074Notes

Reaction equation

HRID 1637074 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8]([C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[C:13]#[N:14])=[CH:7][CH2:6]2)[O:4][CH2:3][CH2:2]1>[Pd].C(OCC)(=O)C>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[C:13]#[N:14])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 21187680HCID 21187680, compound

Product 1

HCID 21187700HCID 21187700, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent2×

Procedure

To a suspension of 10% palladium on carbon (1.5 g) in ethyl acetate (200 mL) at room temperature under argon was added a solutioin of 2-(1,4-Dioxaspiro[4.5]dec-7-en-8-yl)benzonitrile (8.9 g, 36.7 mmol) in ethyl acetate (50 mL). Hydrogen gas was then bubbled into the reaction mixture until all the starting material was consumed. The reaction was filtered through celite to remove the catalyst and the solution concentrated to give the product as a colorless oil.

Workup

  1. customHydrogen gas was then bubbled into the reaction mixture until all the starting material
  2. customwas consumed
  3. filtrationThe reaction was filtered through celite
  4. customto remove the catalyst
  5. concentrationthe solution concentrated

Sources & evidence

ORD record
ord-260a7009594245928f05cfed9dfa117c
Source dataset
uspto-grants-2000_03
Patent number
US06037354

Reaction notes

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