HCID 53997383, compound → HCID 12970186, compound

HRID 2301962Notes

Reaction equation

HRID 2301962 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]=[C:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH3:17])[CH:12]=2)[CH2:7]1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:18])[CH2:5][CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH3:17])[CH:12]=2)[CH2:7]1)[CH3:2]

Participants

4

Reactant 1

HCID 53997383HCID 53997383, compound

Product 1

HCID 12970186HCID 12970186, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of (6-methoxy-3,4-dihydro-1H-napthalen-2-ylidene)-acetic acid ethyl ester (4.4 g, 18 mmol) in ethyl acetate (35 mL) was hydrogenated over 10% Pd—C (0.9 g) at 50 psi and left overnight. The reaction mixture was filtered through diatomaceous earth and washed with ethyl acetate (200 mL). The filtrate was concentrated to give the title compound (4.0 g, 91% yield) as a clear, colorless oil.

Workup

  1. filtrationThe reaction mixture was filtered through diatomaceous earth
  2. washwashed with ethyl acetate (200 mL)
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-bf61e0def7be4fe1853f67f7f1f26ee4
Source dataset
uspto-grants-2002_08
Patent number
US06429214B1

Reaction notes

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