Water → 3-(3,4-Dichlorophenyl)propan-1-ol

Temperatur

0 °C

(2E)-3-(3,4-Dichlorophenyl)acrylic acid (800 mg, 3.69 mmol) was dissolved in tetrahydrofuran (80 mL), and the resulting solution was cooled to 0° C. Then, lithium aluminum hydride (280 mg, 7.38 mmol) was added thereto, and the temperature of the resulting mixture was raised to room temperature, and the mixture was stirred for 8 hours. Water was added to the reaction solution, and the organic matter was extracted with ethyl acetate. The organic layer was washed with water and a saturated sodium chloride solution, then dried over anhydrous magnesium sulfate and filtered. Then, the solvent was distilled off under reduced pressure, whereby a crude product was obtained. This crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 70:30 (v/v)), whereby the objective title compound was obtained as a yellow oily substance (229 mg, yield: 30%).

1. temperaturethe temperature of the resulting mixture was raised to room temperature
2. extractionthe organic matter was extracted with ethyl acetate
3. washThe organic layer was washed with water
4. dry with materiala saturated sodium chloride solution, then dried over anhydrous magnesium sulfate
5. filtrationfiltered
6. distillationThen, the solvent was distilled off under reduced pressure, whereby a crude product
7. customwas obtained
8. customThis crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 70:30 (v/v)), whereby the objective title compound
9. customwas obtained as a yellow oily substance (229 mg, yield: 30%)

ORD-Eintrag

ord-e6c77b25cac34fdd8a568e09b63422a6

Quelldatensatz

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08222281B2