反应详情

温度

900 °C

Triton B (4 ml, 35% in MeOH) was added to a mixture of 4-chloro-2-nitrotoluene (50 g, 291 mmol) and paraformaldehyde (3.8 g, 120 mmol) in DMSO (40 ml, synthesis quality, additionally dried for 2 d over molecular sieve 4 Å) and stirred for 2.5 h at 900° C. It was neutralized with a few drops of conc. HCl, diluted with H2O (100 ml) and extracted using EtOAc (5×150 ml). The combined organic phases were dried over MgSO4, filtered and concentrated under reduced pressure. The oily residue was purified by sublimation in a high vacuum (p=0.1 torr, oil bath temperature 1100° C.). 2-(4-chloro-2-nitrophenyl)ethanol (13.23 g, 55%) was obtained in the form of yellow crystals.

1. custom40 ml, synthesis quality
2. customadditionally dried for 2 d over molecular sieve 4 Å) and
3. additiondiluted with H2O (100 ml)
4. extractionextracted
5. dry with materialThe combined organic phases were dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe oily residue was purified by sublimation in a high vacuum (p=0.1 torr, oil bath temperature 1100° C.)