Sulfuric Acid → HCID 11805428, compound

Temperature

40 °C

In a flask, there were placed 50 ml of 100 mM phosphate buffer (pH 6.0), 6 g of Novozyme CALB L (product of Novozyms) and 2 g of methyl (S)-2-allyloctanoate (60% ee) prepared in Example 31. After tight closure, the flask was shaken at 40° C. for 77 hours. To the mixture was added 0.35 ml of a 55% (w/w) aqueous solution of sulfuric acid, and the resulting mixture was extracted with two 100-ml portions of ethyl acetate. The organic phases were combined, and the product was transferred to 100 ml of a 0.3 M aqueous solution of sodium carbonate. Furthermore, 5 ml of a 55% (w/w) aqueous solution of sulfuric acid was added to that aqueous phase, followed by extraction with 50 ml of ethyl acetate. The organic phase was washed with 50 ml of water, and the solvent was then distilled off to give 1.21 g of (S)-2-allyloctanoic acid (99% ee). The organic phase remaining after the transfer of the reaction product to the 100 ml portion of the 0.3 M aqueous solution of sodium carbonate was washed with 50 ml of water, and the solvent was then distilled off to give 0.63 g of methyl (R)-2-allyloctanoate (14% ee).

1. customIn a flask, there were placed
2. extractionthe resulting mixture was extracted with two 100-ml portions of ethyl acetate
3. additionFurthermore, 5 ml of a 55% (w/w) aqueous solution of sulfuric acid was added to that aqueous phase
4. extractionfollowed by extraction with 50 ml of ethyl acetate
5. washThe organic phase was washed with 50 ml of water
6. distillationthe solvent was then distilled off

ORD record

ord-15b0dba044c1409d8f3a98f0f55fa6c6

Source dataset

uspto-grants-2007_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07282605B2