反応 #1869208

反応方程式

(3S)-pyrrolidin-3-ol

(2-hydroxyphenyl)acetic acid

→

subtitled compound

収率 46.3%

(3S)-1-[(2-Hydroxyphenyl)acetyl]pyrrolidin-3-ol

収率 46.3%

溶媒

DMF

DMF

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction mixture was stirred at room temperature overnight
2. 2
   その他The reaction mixture was partitioned between ethyl acetate and H2O
3. 3
   乾燥The organic layer was dried over Na2SO4
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   その他The residue was purified by silica gel flash chromatography (0-3% methanol in dichloromethane)

実験手順

A mixture of (2-hydroxyphenyl)acetic acid (304 mg, 2.0 mmol) and N,N′-carbonyldiimidazole (405 mg, 2.5 mmol) in DMF (5 nL) was stirred at room temperature for 45 min. A solution of (3S)-pyrrolidin-3-ol (435 mg, 5.0 mmol) in DMF (1.5 mL) was added and the reaction mixture was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-3% methanol in dichloromethane) to give the subtitled compound (205 mg).

出典