cis-1,2-Cyclooctanediol → Octanedial
Reaction equation
[C@@H:1]1([OH:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C@@H:2]1[OH:9]>ClCCl>[CH:1](=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=[O:9]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
262 ml of aqueous NaIO4 was added drop wise to a vigorously stirred suspension of 105 g chromatographic grade silica gel in 500 ml dichloromethane whereby a white suspension was formed. To the suspension a solution of 6.1 g cis-1,2-cyclo-octanediol in 100 ml dichloromethane was added. The reaction mixture was stirred over night at room temperature, after which the mixture was filtered whereby the residue was washed 3 times with 100 ml dichloromethane. Finally the filtrate was dried over NaSO4, after which the solvent was removed under reduced pressure.
Workup
- customwas formed
- filtrationafter which the mixture was filtered whereby the residue
- washwas washed 3 times with 100 ml dichloromethane
- dry with materialFinally the filtrate was dried over NaSO4
- customafter which the solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-f4038f6e281247ae963f465999de75be
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07858675B2
Reaction notes
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