تفاعل #1121787

معادلة التفاعل

4-fluorobenzoic acid

diisopropylethylamine

HOBT

HBTU

N,O-dimethyl hydroxylamine hydrochloride

→

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

المردود 79.0%

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

المردود 79.0%

المذيبات

DMF

EtOAc

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGAfter stirring at room temperature for 2 hours
2. 2
   غسيلwashed with 4×50 mL of water
3. 3
   تركيزThe combined organic layers is concentrated
4. 4
   أخرىpurified by flash column chromatography (hexane 70%, EtOAc 30%)

الإجراء التجريبي

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%).

المصدر