ethyl 5-benzyl-1,3a,4,5,6,6a-hexahydro-4,6-dioxopyrrolo[3,4-c]pyrazole-3-carboxylate synthesis
- Product Name:ethyl 5-benzyl-1,3a,4,5,6,6a-hexahydro-4,6-dioxopyrrolo[3,4-c]pyrazole-3-carboxylate
- CAS Number:134575-05-6
- Molecular formula:C15H15N3O4
- Molecular Weight:301.3
623-73-4
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Yield:134575-05-6 100%
Reaction Conditions:
in diethyl ether;
Steps:
E.1 1.
1. 5-Benzyl-1,3a,4,5,6,6a-hexahydro-4,6-dioxopyrrolo [3,4-c]pyrazole-3-carboxylic acid, ethyl ester Ethyl diazoacetate (13 g, 114 mmol) in diethyl ether (100 ml) was added dropwise to a solution of N-benzylmaleimide (10 g, 53 mmol) in diethyl ether (250 ml). The resulting mixture was allowed to stir for 18 hours; the solvent was then removed in vacuo , and the resulting residue partitioned between methylene chloride and water. The organic layer was dried over sodium sulfate, filtered and concentrated to provide the title product as a white solid, mp 145-146° with decomposition (16 g, 53 mmol, 100% yield). 1H NMR (CDCl3): 7.31 (m, 5H), 7.02 (bs, 1H), 4.89 (dd, J=11, 2 Hz, 1H), 4.65 (s, 2H), 4.55 (d, J=10 Hz, 1H), 4.36 (q, J=7 Hz, 2H), 1.37 (t, J=7 Hz, 3H).
References:
EP413455,1991,A2