HCID 22061495, compound → 5-{3-[(Oxan-2-yl)oxy]propyl}-2-benzofuran-1(3H)-one

HRID 1829038Notes

Reaction equation

HRID 1829038 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]#[C:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[O:15][CH2:14]2.[H][H]>[Pd].CO>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[O:15][CH2:14]2

Participants

5

Reactant 2

HCID 22061495HCID 22061495, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 220614825-{3-[(Oxan-2-yl)oxy]propyl}-2-benzofuran-1(3H)-oneYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3H-isobenzofuran-1-one (1.0 g, 3.67 mmol) and 10% palladium on carbon (200 mg) in MeOH (15 ml) was shaken under 45 psi of hydrogen for 20 hours. The catalyst was removed by filtration through celite and rinsed with MeOH. The combined filtrates were evaporated to give 5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-3H-isobenzofuran-1-one as a light yellow oil (1.0 g, 99%).

Workup

  1. customThe catalyst was removed by filtration through celite
  2. washrinsed with MeOH
  3. customThe combined filtrates were evaporated

Sources & evidence

ORD record
ord-d549f3b817dc4faca9c962b9a602d925
Source dataset
uspto-grants-2006_06
Patent number
US07060844B2

Reaction notes

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