反応 #2011340

反応方程式

4-benzyloxyaniline hydrochloride

1-(4-fluoro-phenylcarbamoyl)-cyclopropanecarboxylic acid

EDCI

→

cyclopropane-1,1-dicarboxylic acid (4-benzyloxy-phenyl)-amide (4-fluoro-phenyl)-amide

収率 95.0%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   その他CH2Cl2 was removed under reduced pressure
2. 2
   workup.ADDITIONH2O (300 mL) and MeOH (200 mL) were added
3. 3
   workup.STIRRINGthe resulting mixture was stirred at rt for 30 min
4. 4
   ろ過After filtration
5. 5
   洗浄wash with H2O
6. 6
   その他the solid was transferred to another flask
7. 7
   workup.ADDITIONcontaining 300 mL of sat. aqueous NaHCO3 solution
8. 8
   workup.STIRRINGThe mixture was stirred for another 30 min
9. 9
   ろ過The solid was filtered
10. 10
    洗浄washed with water
11. 11
    その他dried over night on a lyophilizer

実験手順

To a 0° C. suspension of 4-benzyloxyaniline hydrochloride (47.0 g, 200 mmol) and 1-(4-fluoro-phenylcarbamoyl)-cyclopropanecarboxylic acid (49.1 g, 220 mmol) in CH2Cl2 (400 mL) was added EDCI (38.2 g, 200 mmol). Stirring was continued at rt for 2-4 h until the reaction was complete. CH2Cl2 was removed under reduced pressure. H2O (300 mL) and MeOH (200 mL) were added, and the resulting mixture was stirred at rt for 30 min. After filtration and wash with H2O, the solid was transferred to another flask containing 300 mL of sat. aqueous NaHCO3 solution. The mixture was stirred for another 30 min. The solid was filtered, washed with water, and dried over night on a lyophilizer, affording cyclopropane-1,1-dicarboxylic acid (4-benzyloxy-phenyl)-amide (4-fluoro-phenyl)-amide (75.8 g, 95% yield) as an off-white solid.

出典