Ethyl vinyl ether → Isobutyl (R)-(+)-2-(1-Ethoxyethoxy)propionate

17.2 g of dehydrated ethyl vinyl ether was dropwise added to a mixture of 32.7 g of isobutyl (R)-(+)-lactate and 0.3 g of phosphorus oxychloride which was being stirred at room temperature, so that the internal temperature of the reaction system could be kept at 40° C. or less. Then, the resulting mixture was stirred at room temperature overnight. After the reaction, thereto was added 200 ml of ethyl acetate, followed by washing with a saturated aqueous sodium hydrogen carbonate solution, water and a saturated aqueous sodium chloride solution in this order. The washed material was dried over anhydrous sodium sulfate and then subjected to vacuum distillation to remove the solvent. The resulting concentrate was subjected to distillation to obtain 40.1 g (yield: 91.8%) of an oily title compound (diastereomixture).

1. customcould be kept at 40° C. or less
2. stirringThen, the resulting mixture was stirred at room temperature overnight
3. customAfter the reaction
4. washby washing with a saturated aqueous sodium hydrogen carbonate solution, water
5. dry with materialThe washed material was dried over anhydrous sodium sulfate
6. distillationsubjected to vacuum distillation
7. customto remove the solvent
8. concentrationThe resulting concentrate
9. distillationwas subjected to distillation

ORD record

ord-58adff885dc94022a50f0cc7f5e2c31f

Source dataset

uspto-grants-2004_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06720463B1