反应详情

温度

30 °C

Under a nitrogen atmosphere, a mixture of 1-tetradecanol (96.3 grams, 449 millimoles (mmol), pyridine (40 milliliters), and dichloromethane (1000 milliliters) was heated to 30° C. 4-Nitrobenzoyl chloride (100 grams, 539 mmol) was added in portions over a twenty minute period. The reaction mixture was heated to reflux for sixteen hours. The reaction mixture was then washed twice with water (2×500 milliliters). The organic layer was concentrated under reduced pressure to a yellow solid. One thousand (1000) milliliters of hexane was added, and the mixture was heated to reflux. The mixture was cooled and concentrated to yield a yellow solid that was filtered. The yellow solid was recrystallized twice from ethanol to obtain 77.0 grams of tetradecyl 4-nitrobenzoate as yellow crystals.

1. temperatureThe reaction mixture was heated
2. temperatureto reflux for sixteen hours
3. washThe reaction mixture was then washed twice with water (2×500 milliliters)
4. concentrationThe organic layer was concentrated under reduced pressure to a yellow solid
5. additionOne thousand (1000) milliliters of hexane was added
6. temperaturethe mixture was heated to reflux
7. temperatureThe mixture was cooled
8. concentrationconcentrated
9. customto yield a yellow solid
10. filtrationthat was filtered
11. customThe yellow solid was recrystallized twice from ethanol