1-methoxy-5-(2-propenyl)-2-oxabicyclo[3.3.0]octane → HCID 57644359, compound

HRID 2113247Notes

Reaction equation

HRID 2113247 reaction equation
[CH3:1][O:2][C:3]12[CH2:10][CH2:9][CH2:8][C:7]1([CH2:11][CH:12]=[CH2:13])[CH2:6][CH2:5][O:4]2>CO>[CH3:1][O:2][C:3]12[CH2:10][CH2:9][CH2:8][C:7]1([CH2:11][CH2:12][CH3:13])[CH2:6][CH2:5][O:4]2

Participants

3

Reactant 1

HCID 112983301-methoxy-5-(2-propenyl)-2-oxabicyclo[3.3.0]octane

Product 1

HCID 57644359HCID 57644359, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.01 part of Lindler catalyst (manufactured by Aldrich Co.) was added to a solution of 0.2 part of a diastereomer (Isomer 5) of 1-methoxy-5-(2-propenyl)-2-oxabicyclo[3.3.0]octane obtained in Example 6 in 8 parts of methanol. The hydrogenation reaction was carried out at room temperature in a nitrogen atmosphere under a small hydrogen pressure for two hours. After the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to obtain 0.2 part of one diastreomer (Isomer 7) of the target 1-methoxy-5-n-propyl-2-oxabicyclo[3.3.0]octane as a colorless oil (yield: 96%).

Workup

  1. customThe hydrogenation reaction
  2. customwas carried out at room temperature in a nitrogen atmosphere under a small hydrogen
  3. customfor two hours
  4. customAfter the reaction
  5. customthe catalyst was removed by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-591e34b58590467b870e0ae9a0b15dde
Source dataset
uspto-grants-2009_04
Patent number
US07524978B2

Reaction notes

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