反応 #326397

反応方程式

water

chloroform

2-(3,4-dichlorophenyl)-3-hydroxy-4-methylcarbonyl-2,5-dichlorothiophene

chloroform

sulfuryl chloride

→

desired product

収率 77.8%

2-(3,4-Dichlorophenyl)-3-hydroxy-4-methylcarbonyl thiophene

収率 77.8%

溶媒

2-propanol

反応条件

後処理

1. 1
   温度The temperature of the solution was raised to 0° C.
2. 2
   その他followed by liquid separation
3. 3
   洗浄The obtained chloroform solution was sequentially washed with water
4. 4
   乾燥a saturated salt solution, a saturated sodium hydrogencarbonate aqueous solution, a saturated sodium thiosulfate aqueous solution and a saturated salt solution, and dried over anhydrous magnesium sulfate
5. 5
   その他The drying agent was removed by filtration
6. 6
   workup.DISTILLATIONthe solvent was distilled off
7. 7
   その他to obtain a crude product
8. 8
   workup.ADDITIONwas added
9. 9
   workup.STIRRINGby stirring at 5° C. for 1 hour
10. 10
    ろ過The formed crystals were subjected to filtration

実験手順

A chloroform (967 mL) solution of 2-(3,4-dichlorophenyl)-3-hydroxy-4-methylcarbonyl-2,5-dichlorothiophene (96.7 g, 221 mmol, purity: 63%) was cooled to −18° C., and to this solution, a chloroform (193 mL) solution of sulfuryl chloride (19.5 mL, 1.15 equivalent amounts) was dropwise added over a period of 20 minutes, followed by stirring at −20° C. for 1 hour. The temperature of the solution was raised to 0° C., and water (193 mL) was dropwise added over a period of 5 minutes, followed by liquid separation. The obtained chloroform solution was sequentially washed with water, a saturated salt solution, a saturated sodium hydrogencarbonate aqueous solution, a saturated sodium thiosulfate aqueous solution and a saturated salt solution, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was distilled off to obtain a crude product. To the obtained crude product, 2-propanol (967 mL) was added, followed by stirring at 5° C. for 1 hour. The formed crystals were subjected to filtration to give the desired product as a pale yellow solid (49.4 g, yield: 51%).

出典