反应详情

温度

30 °C

Under a nitrogen atmosphere, a mixture of 1-tetradecanol (96.3 grams, 449 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 washed with water (2×500 milliliters). The organic layer was concentrated under reduced pressure to a yellow solid. 1000 milliliters of hexane was added and the mixture was heated to reflux. The mixture was cooled and filtered. The filtrate was concentrated to yield a yellow solid. 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 washed with water (2×500 milliliters)
4. concentrationThe organic layer was concentrated under reduced pressure to a yellow solid
5. addition1000 milliliters of hexane was added
6. temperaturethe mixture was heated to reflux
7. temperatureThe mixture was cooled
8. filtrationfiltered
9. concentrationThe filtrate was concentrated
10. customto yield a yellow solid
11. customThe yellow solid was recrystallized twice from ethanol