반응 #662210

반응 방정식

tert-butyl 3-(4-bromo-3-fluorophenyl)-3-hydroxycyclobutane-1-carboxylate

→

3-(4-bromo-3-fluorophenyl)-3-hydroxycyclobutane-1-carboxylic acid

수율 96.3%

용매

methanol NaOH

반응 조건

후처리

1. 1
   기타Into a 1000-mL round-bottom flask was placed
2. 2
   농축concentrated under vacuum
3. 3
   추출extracted with 3×200 mL of ethyl acetate
4. 4
   추출The resulting solution was extracted with 3×300 mL of ethyl acetate
5. 5
   세척washed with 1×500 mL of water and 1×500 mL of brine
6. 6
   건조dried over anhydrous sodium sulfate
7. 7
   농축concentrated under vacuum

실험 절차

Into a 1000-mL round-bottom flask was placed a solution of tert-butyl 3-(4-bromo-3-fluorophenyl)-3-hydroxycyclobutane-1-carboxylate (62 g, 179.60 mmol, 1.00 equiv) in methanol/NaOH (40%) (300/300 mL). The resulting solution was stirred at room temperature for 3 h, concentrated under vacuum and extracted with 3×200 mL of ethyl acetate. The pH value of the aqueous layer was adjusted to 4 with hydrogen chloride (2 mol/L). The resulting solution was extracted with 3×300 mL of ethyl acetate. The organic layers were combined, washed with 1×500 mL of water and 1×500 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum to afford 50 g (96%) of 3-(4-bromo-3-fluorophenyl)-3-hydroxycyclobutane-1-carboxylic acid as a yellow liquid.

출처