6-chloro-3,4-dihydro-2H-chroMene synthesis

9synthesis methods

Product Name:6-chloro-3,4-dihydro-2H-chroMene
CAS Number:3722-71-2
Molecular formula:C9H9ClO
Molecular Weight:168.62

37674-72-9 Synthesis

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Yield:3722-71-2 100%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen;glacial acetic acid at 20; under 750.075 Torr; for 16 h;Inert atmosphere;

Steps:

A20a Preparation of intermediate 23:

To a solution of 6-chlorochroman-4-one (3.00 g, 16.43 mmol) in AcOH (105 mL), degassed with N2 bubbling, was added Pd/C (10 wt. %, 1.75 g, 1.64 mmol) and the mixture was hydrogenated under an atmosphere of H2 (1 bar) at rt for 16 h. The mixture was filtered over a pad of celite and the solvent was removed under reduced pressure. The residue was coevaporated with toluene (twice) to give 2.87 g of intermediate 23 (quant. yield, off-white solid).

References:

WO2018/2219,2018,A1 Location in patent:Page/Page column 295; 296