反应详情

Into a 1000-mL round-bottom flask was placed a solution of 3-(4-bromo-3-fluorophenyl)-3-hydroxycyclobutane-1-carboxylic acid (50 g, 172.95 mmol, 1.00 equiv) in trifluoroacetic acid (500 mL) and triethylsilane (40.1 g, 344.87 mmol, 2.00 equiv). The resulting solution was stirred at room temperature for 4 h and concentrated under vacuum. The resulting solution was diluted with 200 mL of EA and washed with 2×200 mL of saturated aqueous sodium carbonate. The aqueous layers were combined and extracted with 3×500 mL of EA. The pH value of the aqueous layer was adjusted to 4 with hydrogen chloride (1 mol/L). The resulting solution was extracted with 3×500 mL of ethyl acetate. The organic layers were combined, washed with 1×1000 mL of water and 1)(1000 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum to afford 35 g (crude) of 3-(4-bromo-3-fluorophenyl)cyclobutane-1-carboxylic acid as a yellow liquid.

1. customInto a 1000-mL round-bottom flask was placed
2. concentrationconcentrated under vacuum
3. additionThe resulting solution was diluted with 200 mL of EA
4. washwashed with 2×200 mL of saturated aqueous sodium carbonate
5. extractionextracted with 3×500 mL of EA
6. extractionThe resulting solution was extracted with 3×500 mL of ethyl acetate
7. washwashed with 1×1000 mL of water and 1)(1000 mL of brine
8. dry with materialdried over anhydrous sodium sulfate
9. concentrationconcentrated under vacuum