Sodium sulfate decahydrate → 8-Oxabicyclo(3.2.1)octan-3-ol

HRID 1064364Notes

Reaction equation

HRID 1064364 reaction equation
[CH:1]12[O:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][C:3](=[O:9])[CH2:2]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH:5]12[O:8][CH:1]([CH2:7][CH2:6]1)[CH2:2][CH:3]([OH:9])[CH2:4]2

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 131823098-Oxabicyclo(3.2.1)octan-3-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 222732448-Oxabicyclo(3.2.1)octan-3-olYield 99.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 71 mg of 8-oxabicyclo[3.2.1]octan-3-one (which was prepared by the method as described in Bull. Chem. Soc. Jpn., 1978, 51, 2745-2746) in tetrahydrofuran (2 ml), 32 mg of lithium aluminium hydride was added in nitrogen atmosphere at 0° C., and stirred for 30 minutes at the same temperature. To the solution 300 mg of sodium sulfate decahydrate was added, followed by 15 hours' stirring at room temperature. The insoluble matter was removed by filtration, and the filtrate was concentrated under reduced pressure to provide 72 mg of the title compound.

Workup

  1. waitfollowed by 15 hours
  2. stirring' stirring at room temperature
  3. customThe insoluble matter was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-86e13946355640069dd5774d2499b734
Source dataset
uspto-grants-2005_11
Patent number
US06969712B2

Reaction notes

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