Water → Isovanillyl 8-methylnonanoate

温度

50 °C

Isovanillyl alcohol (447 mg, 2.90 mmol), 8-methylnonanoic acid (501 mg, 2.90 mmol) and Novozyme 435 (50 mg) were measured and placed in a flask (25 ml). The mixture was stirred with heating in an oil bath at 50° C. for 16 hr without plugging the flask. After stirring with heating for 2 to 3 hr, attachment of water onto the upper wall of the flask was observed. The reaction mixture was allowed to cool to room temperature, hexane (25 ml) was added, and Novozyme 435 and the insoluble material were removed by filtration. Hexane (25 ml) was added to the filtrate, and the mixture was washed with 5% aqueous citric acid solution (25 ml×2) and saturated brine (25 ml) and dried over anhydrous magnesium sulfate. Magnesium sulfate was filtered off, and the filtrate was concentrated under reduced pressure. The residue was developed by PTLC (n-hexane:ethyl acetate=2:1), and silica gel containing the object product was stirred with ethyl acetate (100 ml) for 30 min for extraction. The silica gel was filtered off, and the filtrate was concentrated under reduced pressure to give isovanillyl 8-methylnonanoate (0.72 g, yield 81.0%) as a colorless oil.

1. customplaced in a flask
2. stirringAfter stirring
3. temperaturewith heating for 2 to 3 hr
4. temperatureto cool to room temperature
5. customNovozyme 435 and the insoluble material were removed by filtration
6. additionHexane (25 ml) was added to the filtrate
7. washthe mixture was washed with 5% aqueous citric acid solution (25 ml×2) and saturated brine (25 ml)
8. dry with materialdried over anhydrous magnesium sulfate
9. filtrationMagnesium sulfate was filtered off
10. concentrationthe filtrate was concentrated under reduced pressure
11. stirringwas stirred with ethyl acetate (100 ml) for 30 min for extraction
12. filtrationThe silica gel was filtered off
13. concentrationthe filtrate was concentrated under reduced pressure

ORDレコード

ord-08b4bb07663d426daf94f56648a3cfb2

出典データセット

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07981460B2