反応 #1121787

反応方程式

4-fluorobenzoic acid

diisopropylethylamine

HOBT

HBTU

N,O-dimethyl hydroxylamine hydrochloride

→

4-fluoro-N-methoxy-N-methyl-benzamide

収率 79.0%

4-Fluoro-N-methoxy-N-methyl-benzamide

収率 79.0%

溶媒

DMF

EtOAc

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring at room temperature for 2 hours
2. 2
   洗浄washed with 4×50 mL of water
3. 3
   濃縮The combined organic layers is concentrated
4. 4
   その他purified by flash column chromatography (hexane 70%, EtOAc 30%)

実験手順

To a solution of 4-fluorobenzoic acid (6.8 g, 48.57 mmole) in 100 mL of DMF at room temperature, is added diisopropylethylamine (25.3 mL, 145.7 mmole). After stirring at room temperature for 20 minutes, HOBT (7.22 g, 53.43 mmole), HBTU (20.26 g, 53.43 mmole) and N,O-dimethyl hydroxylamine hydrochloride (5.69 g, 58.29 mmole) are added to the reaction solution. After stirring at room temperature for 2 hours, the reaction solution is diluted with 200 mL of EtOAc and washed with 4×50 mL of water. The combined organic layers is concentrated and purified by flash column chromatography (hexane 70%, EtOAc 30%) to yield 4-fluoro-N-methoxy-N-methyl-benzamide (4a) (7.0 g, yield 79%).

出典