반응 #745772

반응 방정식

methyl 7-bromo-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate

Sodium methoxide

→

7-methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid

수율 57.0%

용매

DMF

water

반응 조건

후처리

1. 1
   온도The reaction was warmed to room temperature
2. 2
   workup.STIRRINGstirred for 45 minutes
3. 3
   세척washed with ethyl acetate
4. 4
   기타The water layer was collected
5. 5
   추출The product was extracted
6. 6
   건조then dried over sodium sulfate
7. 7
   기타The solvent was evaporated under vacuum

실험 절차

In a 2 mL microwave vial, methyl 7-bromo-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylate (273 mg, 1 mmol) and CuBr (14.3 mg, 0.1 mmol) were dissolved in dry DMF and was placed in ice bath. Sodium methoxide (540 mg, 10 mmol) was added into the reaction mixture dropwise while stirring at 0° C. The reaction was warmed to room temperature and stirred for 45 minutes. The reaction was then placed in a microwave reactor for 5 minutes at 135° C. The reaction mixture was dissolved in water and washed with ethyl acetate. The water layer was collected and acidified to pH 4 with 1M HCl. The product was extracted using ethyl acetate then dried over sodium sulfate. The solvent was evaporated under vacuum to give the desired intermediate of 7-methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid which was used directly without further purification. Yield 57%. MS M+H calculated 211.1, found 211.1.

출처