Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Dibenzyl malonate | HCID 84754 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53736268 | HCID 53736268 | 163.1% |
Reaction Steps
128 grams of malonic acid dibenzyl ester were dissolved in 500 ml of dimethylformamide and treated carefully in portions with 21.6 g of 50% sodium hydride which has been decanted once with absolute benzene. After stirring at 20° for 1.5 hours, 92 g of isobutyl iodide were added dropwise to the mixture. After stirring at 20° for a further 65 hours, the mixture was evaporated under reduced pressure. The residue was stirred with ether, filtered off from undissolved material and the ethereal solution washed three times with water, dried over magnesium sulfate and evaporated under reduced pressure. After distillation of the residue under a high vacuum, there were obtained 125 g (79% of theory) of isobutyl malonic acid dibenzyl ester as a practically colorless oil of boiling point 175°/0.4 Torr.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04005073 |
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| Source dataset | uspto-grants-1977_01 |
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| ORD ID | ord-faeb728aae9d4e45940e6b6bea2231e5 |
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| Source note | uspto-grants-1977_01 |
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