Lactic Acid → HCID 66996901, compound

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.

1. temperaturethe mixture was refluxed for 8 hours in a 500-ml flask
2. customattached to a reflux condenser
3. customAfter the reaction
4. washwashed with a sodium bicarbonate aqueous solution
5. extractionfollowed by extraction with ether
6. dry with materialThereafter, the ether solution was dried with anhydrous magnesium sulfate
7. distillationThereafter, ether was distilled off

ORD record

ord-5388da6dae1543f397c09b4557263760

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08703890B2