Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lactic Acid | HCID 612 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Pentane | HCID 8003 | — |
| Product | HCID 66996901 | HCID 66996901 | 82.5% |
Reaction Steps
43.6 g (0.60 mol) of isobutyl aldehyde, 62.5 g (0.55 mol) of ferment lactic acid, and 1.06 g (0.05 mmol) of p-toluene sulfonic acid were dissolved in 50 ml of n-pentane, and the mixture was refluxed for 8 hours in a 500-ml flask attached to a reflux condenser comprising a Dean-Stark fractionator. After the reaction, the reaction mixture was neutralized and washed with a sodium bicarbonate aqueous solution, followed by extraction with ether. Thereafter, the ether solution was dried with anhydrous magnesium sulfate. Thereafter, ether was distilled off, and 65.3 g (yield=82.5%) of the target 5-methyl-2-isopropyl-1,3-dioxolan-4-one was obtained from the reaction mixture through distillation under reduced pressure. The target product was a diastereomer mixture wherein the ratio of cis-isomer/trans-isomer (see Production Example 1) was 80/20. The product was subjected to the next reaction without optical resolution. The following step was performed according to the monomer synthesis of Production Example 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703890B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-5388da6dae1543f397c09b4557263760 |
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| Source note | uspto-grants-2014_04 |
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