磷酸异丙酯(单双酯混合物) → 8-Methylnonyl 3-(4-hydroxy-3-methoxyphenyl)propionate

温度

50 °C

8-Methyl-1-nonanol (752 mg, 4.74 mmol), 3-(4-hydroxy-3-methoxyphenyl)propionic acid (977 mg, 4.98 mmol) and Novozyme 435 (100 mg) were measured and placed in a flask (25 ml). Toluene (5 ml) and anhydrous magnesium sulfate (1 g) were added, and the mixture was stirred with heating in an oil bath at 50° C. for 16 hr. The reaction mixture was allowed to cool to room temperature, toluene (25 ml) was added, and Novozyme 435 and the precipitated insoluble material were removed by filtration. Toluene (50 ml) was added, and the mixture was washed with 5% aqueous sodium hydrogen carbonate solution (25 ml×3) 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 (chloroform:n-hexane:ethyl acetate=1:1:1), 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 8-methylnonyl 3-(4-hydroxy-3-methoxyphenyl)propionate (1.22 g, yield 76.2%) as a colorless oil.

1. customplaced in a flask
2. temperatureto cool to room temperature
3. customNovozyme 435 and the precipitated insoluble material were removed by filtration
4. additionToluene (50 ml) was added
5. washthe mixture was washed with 5% aqueous sodium hydrogen carbonate solution (25 ml×3) and saturated brine (25 ml)
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationMagnesium sulfate was filtered off
8. concentrationthe filtrate was concentrated under reduced pressure
9. stirringwas stirred with ethyl acetate (100 ml) for 30 min for extraction
10. filtrationThe silica gel was filtered off
11. concentrationthe filtrate was concentrated under reduced pressure

ORD记录

ord-48579746086745308893e4536072f80b

来源数据集

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

专利号

US08212068B2