反应详情

温度

80 °C

Into a 20-L 4-necked round-bottom flask was placed methanol (5 L), methyl 3-(4-bromophenyl)cyclobutane-1-carboxylate (2175 g, 8.08 mol, 1.00 equiv), followed by the addition of a solution of sodium hydroxide (1623 g, 40.58 mol, 5.02 equiv, 5 M) in water (5 L). The resulting solution was stirred at 80° C. for 3 h, cooled to 30° C. and concentrated under vacuum. The resulting solution was diluted with 10 L of H2O and 8 L of DCM, and then extracted with 2×2 L of dichloromethane. The pH value of the combined aqueous layers was adjusted to 5-6 with hydrogen chloride (6 mol/L). The resulting solution was extracted with 3×4 L of dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was triturated with 1.5 L of hexane and 300 mL of EA. The solids were collected by filtration. The filtrate was concentrated under vacuum and combined with the previous solids to afford 1312 g (crude) of 3-(4-bromophenyl)cyclobutane-1-carboxylic acid as a dark red solid.

1. customInto a 20-L 4-necked round-bottom flask was placed
2. temperaturecooled to 30° C.
3. concentrationconcentrated under vacuum
4. additionThe resulting solution was diluted with 10 L of H2O and 8 L of DCM
5. extractionextracted with 2×2 L of dichloromethane
6. extractionThe resulting solution was extracted with 3×4 L of dichloromethane
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated under vacuum
9. customThe residue was triturated with 1.5 L of hexane and 300 mL of EA
10. filtrationThe solids were collected by filtration
11. concentrationThe filtrate was concentrated under vacuum