HCID 23018031, compound → HCID 23017943, compound

HRID 1788380Notes

Reaction equation

HRID 1788380 reaction equation
[O:1]1[CH2:6][CH2:5][C:4](=[C:7]([CH3:10])[CH2:8][OH:9])[CH2:3][CH2:2]1>CCCCCC.ClCCl.ClCCl.[O-2].[O-2].[Mn+4]>[O:1]1[CH2:6][CH2:5][C:4](=[C:7]([CH3:10])[CH:8]=[O:9])[CH2:3][CH2:2]1

Participants

5

Reactant 1

HCID 23018031HCID 23018031, compound

Product 1

HCID 23017943HCID 23017943, compoundYield 101.4%

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolventHCID 21226440Methylenechloride HexaneSolvent

Conditions

Temperature
25 °C

Procedure

To a suspension of 23 g (0.265 mmol) of activated manganese dioxide in a mixture of hexane-dichloromethane (20 mL+70 mL) was added a solution of 2.0 g (14.07 mmol) of 2-(tetrahydropyran-4-ylidene)propan-1-ol obtained in the above 2) in dichloromethane (4 mL), and stirred for 40 hours at 25° C. Upon filtration of the mixture and subsequent concentration of the filtrate, 2.0 g (yield 100%) of 2-(tetrahydropyran-4-ylidene)propionaldehyde (VII-15) was obtained as colorless liquid. Its physical properties are shown below.

Workup

  1. filtrationUpon filtration of the mixture and subsequent concentration of the filtrate

Sources & evidence

ORD record
ord-0debe4fba3324569b97e46435e2ee7e8
Source dataset
uspto-grants-2009_03
Patent number
US07511144B2

Reaction notes

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