反应详情

温度

10 °C

To the mixture of phosphorus pentachloride (3763 g, 18.1 mol) in 7500 mL of benzene, 3-methoxy benzoic acid (2500 g, 16.4 mol) was added in portions. The mixture was stirred for 50 minutes until it became homogenous. The formation of the acid chloride was controlled by TLC. After completion, the mixture was cooled down to 10° C., reactor was covered with aluminum foil and aluminium trichloride (4820 g, 36.1 mol) was added in portions (internal temperature was held up to 30° C. maximum). Stirring was continued for 18 hours at RT. The reaction was monitored by TLC (AcOEt:hex 1:9). After completion, the reaction mixture was poured into ice and was diluted with AcOEt (7 L). Then organic layer was separated and the aqueous layer was extracted with AcOEt (2×10 L, 1×6 L). Combined organic layers were washed with water (5×3 L) to pH˜6-7, saturated aqueous sodium hydrogen carbonate solution (15 L), dried (sodium sulfate), filtered and the solvent evaporated at reduced pressure to give a crude oil. The product was purified by vacuum distillation (130-139° C., 2 mbar) to obtain title compound as a (2637 g 76%) of pale yellow oil.

1. additionwas added in portions
2. additionwas added in portions (internal temperature
3. customwas held up to 30° C.
4. stirringStirring
5. waitwas continued for 18 hours at RT
6. additionAfter completion, the reaction mixture was poured into ice
7. customThen organic layer was separated
8. extractionthe aqueous layer was extracted with AcOEt (2×10 L, 1×6 L)
9. washCombined organic layers were washed with water (5×3 L) to pH˜6-7, saturated aqueous sodium hydrogen carbonate solution (15 L)
10. dry with materialdried (sodium sulfate)
11. filtrationfiltered
12. customthe solvent evaporated at reduced pressure
13. customto give a crude oil
14. distillationThe product was purified by vacuum distillation (130-139° C., 2 mbar)