ChemicalBook CAS DataBase List (3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione

(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione synthesis

6synthesis methods

Product Name:(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione
CAS Number:14805-29-9
Molecular formula:C9H11NO2
Molecular Weight:165.19

(3AR,4S,7R,7AS) 4,7-methylene-1H-isoindole-1,3(2H)-dione can be used as an intermediate in organic synthesis and pharmaceutical research and development, and can be used as a API Raw materials for rasidone. It can be synthesized by amination reaction using cis-Norbornene-exo-2,3-dicarboxylic Anhydride as a starting material.

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(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione

14805-29-9
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$35.00/5g

Yield:14805-29-9 91.4%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol;Autoclave;Industrial scale;

Steps:

6 industrial synthesis of 5

In an autoclave, 3.8 kg of palladium on carbon (10% w/w 50% H20) and imide 7 (68.8 kg, 421.3 mol) are suspended in methanol (1000 1). The autoclave isthen closed and inertized with nitrogen, and hydrogen (8 atm) is introduced. The reaction is monitored by hydrogen consumption and by GC. When the reaction is complete, the solution is concentrated to a small volume, and water (200 ml) is added to the resulting suspension in about half an hour. The suspension is then cooled, and the white solid is centrifuged and washed with 50 1 of water to obtain imide 5 (dry weight 63.6 kg, yield 9 1.4%, purity [GC] 99.99%).

References:

WO2015/56205,2015,A1 Location in patent:Page/Page column 13; 14