Diethyl Oxalate → HCID 23714038, compound

HRID 2283916Notes

Reaction equation

HRID 2283916 reaction equation
[O:1]=[C:2]([CH3:15])[CH2:3]N1C(=O)C2C(=CC=CC=2)C1=O.CC(C)([O-])C.[Na+:21].[C:22]([O:29]CC)(=[O:28])[C:23]([O:25]CC)=O>C(O)C>[Na+:21].[O:25]=[C:23]([CH2:3][C:2](=[O:1])[CH3:15])[C:22]([O-:29])=[O:28]

Participants

5

Reactant 3

HCID 7268Diethyl OxalateHCID 235046PhthalimidoacetoneHCID 23676156Sodium t-butoxide

Product 1

HCID 23714038HCID 23714038, compoundYield 184.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The method of Examples 1-4 Part A was followed to treat 2-(2-oxopropyl)-1H-isoindole-1,3(2H)-dione (10.2 g, 50.0 mmol) with a solution of sodium tert-butoxide (5.77 g, 60.0 mmol) in ethanol (60 mL) and diethyl oxalate (8.77 g, 60.0 mmol). Ethyl 541, 3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2,4-dioxopentanoate sodium salt (14.00 g) was obtained as an orange solid.

Sources & evidence

ORD record
ord-df7132652f0e4e17b03fb551c5a88f18
Source dataset
uspto-grants-2015_09
Patent number
US09145410B2

Reaction notes

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