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ChemicalBook CAS DataBase List 4-Methoxybicyclo<2.2.2>octane-1-carboxaldehyde

4-Methoxybicyclo<2.2.2>octane-1-carboxaldehyde synthesis

8synthesis methods
-

Yield:94994-28-2 52%

Reaction Conditions:

with Dess-Martin periodane in dichloromethane at 20;

Steps:

55.7 Step 7. 4-Methoxybicyclo[2.2.2]octane-l-carbaldehyde (58h)

To a 1000 mL round-bottom flask was added [4-methoxybicyclo[2.2.2]octan-l- yljmethanol 58g (13 ,5 g, 79.30 mmol, 1 .0 equiv,), dichloromethane (600 mL), and Dess-Martin periodinate (51 g, 120.28 mmol, 1.5 equiv.). The resulting mixture was stirred overnight at RT and concentrated in vacuo. The residue was purified via silica gel column chromatography eluting with ethyl acetate/petroleum ether (5:95) to give 4-methoxybicyclo[2.2.2]octane-l- carbaldehyde 58h (7.0 g, 52%) as a white solid.

References:

WO2018/39384,2018,A1 Location in patent:Paragraph 00516