반응 #77565

반응 방정식

4-iodo-2,6-dimethoxybenzoic acid

dimethylformamide

oxalyl chloride

triethylamine

→

title compound

수율 97.3%

4-Ethoxycarbonyl-1-iodo-3,5-dimethoxybenzene

수율 97.3%

용매

methylene chloride

ethanol

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture was stirred at room temperature for 30 minutes
2. 2
   농축concentrated under reduced pressure
3. 3
   세척A solution of the residue in diethyl ether was washed successively with water, 0.1 M hydrochloric acid and brine
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by column chromatography on silica gel

실험 절차

To a solution of 4-iodo-2,6-dimethoxybenzoic acid (603.0 mg, 1.96 mmol), synthesized by the process described in Reference Example 11, in methylene chloride (12 mL) were added dimethylformamide (0.020 mL, 0.26 mmol) and oxalyl chloride (0.26 mL, 3.0 mmol). After stirring at room temperature for 30 minutes, the resulting solution was poured into an ice-cold solution of triethylamine (0.50 mL, 3.6 mmol) in ethanol (10 mL). The reaction mixture was stirred at room temperature for 30 minutes and concentrated under reduced pressure. A solution of the residue in diethyl ether was washed successively with water, 0.1 M hydrochloric acid and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to yield the title compound as a colorless oil (641.0 mg, yield: 97%).

출처