Ethanol → 6-Methoxy-1-propyl-indan

HRID 7875

Reaction equation

HRID 7875 reaction equation
CO[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH:8]([CH2:12][CH2:13][CH3:14])[CH:7]=[CH:6]2.[CH2:15]([OH:17])C>[Pd]>[CH3:15][O:17][C:11]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[CH2:12][CH2:13][CH3:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 219909075-methoxy-1-propyl-1H-indene

Product 1

HCID 219909336-Methoxy-1-propyl-indan

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The mixture of indenes from step 1 (1.24 g, approx. 6.1 mmol) was dissolved in ethanol (40 mL), treated with 10% Pd on carbon (58 mg), and hydrogenated at 40 psi and room temperature for 60 minutes. The catalyst was removed by filtration and the filtrate was evaporated under vacuum to provide a mixture (1.287 g) of 6-methoxy-1-propyl-indan and 5-methoxy-1-propyl-indan in nearly a 1:1 ratio.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated under vacuum

Sources & evidence

ORD record
ord-f7b0953821a446b293b603d05a892eeb
Source dataset
uspto-grants-2006_08
Patent number
US07087599B2

Linked notes

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