反応 #662210

反応方程式

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

→

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

収率 96.3%

溶媒

methanol NaOH

反応条件

後処理

1. 1
   その他Into a 1000-mL round-bottom flask was placed
2. 2
   濃縮concentrated under vacuum
3. 3
   抽出extracted with 3×200 mL of ethyl acetate
4. 4
   抽出The resulting solution was extracted with 3×300 mL of ethyl acetate
5. 5
   洗浄washed with 1×500 mL of water and 1×500 mL of brine
6. 6
   乾燥dried over anhydrous sodium sulfate
7. 7
   濃縮concentrated under vacuum

実験手順

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.

出典