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tetrahydro-2-methyl-2-Furancarboxaldehyde synthesis

4synthesis methods
-

Yield:80275-32-7 65%

Reaction Conditions:

with silica gel;pyridinium chlorochromate in dichloromethane at 20; for 7 h;

Steps:

1.2 2-Methyltetrahydrofuran-2-carbaldhyde

Step 2
2-Methyltetrahydrofuran-2-carbaldhyde
A solution of 14.44 g (0.124 mol, 1 eq) of (2-methyltetrahydrofuran-2-yl)methanol in 140 ml of dichloromethane was added dropwise to a mixture of 43.0 g (0.20 mol, 1.6 eq) of pyridinium chlorochromate in 400 ml of dichloromethane.
15 g of celite were added and the reaction medium was stirred at ambient temperature for 7 hours.
The reaction medium was filtered on 280 g of silica and eluted with dichloromethane (4.5 l).
6.0 g of 2-methyltetrahydrofuran-2-carbaldehyde were obtained in the form of a yellow liquid (1st fraction at 77%).
8.4 g of 2-methyltetrahydrofuran-2-carbaldehyde were obtained in the form of an orange liquid (2nd fraction at 54%). Yield=65%. TLC/SiO2: heptane/EtOAc (40/60), developing with KMnO4.

References:

US2014/296254,2014,A1 Location in patent:Paragraph 0097