8-(4-Methoxyphenyl)-1,4-dioxaspiro[4.5]dec-7-ene → HCID 67057737, compound

HRID 604667Notes

Reaction equation

HRID 604667 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:18][CH2:17][C:12]3([O:16][CH2:15][CH2:14][O:13]3)[CH2:11][CH:10]=2)=[CH:5][CH:4]=1>CCO.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:18][CH2:17][C:12]3([O:16][CH2:15][CH2:14][O:13]3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 148634918-(4-Methoxyphenyl)-1,4-dioxaspiro[4.5]dec-7-ene

Product 1

HCID 67057737HCID 67057737, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 8-(4-methoxyphenyl)-1,4-dioxaspiro[4.5]dec-7-ene (526.8 mg, 2.14 mmoL) in EtOH (20 mL) was added 10% Pd/C (50 mg). The reaction was put under an atmosphere of H2 (balloon) and stirred vigorously at room temperature. After 1.5 hours, the catalyst was removed by filtration. The filtrate was concentrated to afford 8-(4-methoxyphenyl)-1,4-dioxaspiro[4.5]decane. 1H NMR (500 MHz, CDCl3): δ 7.14-7.17 (m, 2H), 6.82-6.85 (m, 2H), 3.98 (s, 4H), 3.79 (s, 3H), 2.52 (m, 1H), 1.64-1.86 (m, 8H).

Workup

  1. customthe catalyst was removed by filtration
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-f9e80bc20e31475ab37f48e1c6ff31e8
Source dataset
uspto-grants-2011_03
Patent number
US07910592B2

Reaction notes

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