反応 #2314277

反応方程式

1,1-dichloromethl methy ether

n-dodecylbenzene

→

p-n-Dodecylbenzaldehyde

収率 40.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他The reaction system kept below 10° C. in an ice bath
2. 2
   workup.STIRRINGfurther stirred at a room temperature for 45 minutes
3. 3
   その他The resultant reaction mixture
4. 4
   抽出It was extracted four times with 200 mL of dichloromethane
5. 5
   その他dried overnight on sodium sulfate
6. 6
   その他The solvent was removed by the use of an evaporator
7. 7
   その他purified by column chromatography (silica gel, benzene:hexene =1:1)
8. 8
   その他Consequently, 11.22 g (40.2 mmol) of a light yellow slightly viscous liquid was obtained

実験手順

To 70 mL of dehydrated dichloromethane, 24.68 g (100 mmol) of n-dodecylbenzene was added and 36.82 g (189 mmol) of titanium tetrachloride was gradually added in drops. The reaction system kept below 10° C. in an ice bath and 13.16 9 (114 mmol) of 1,1-dichloromethl methy ether added in drops thereto were stirred together below 10° C. for 30 minutes and further stirred at a room temperature for 45 minutes. The resultant reaction mixture was added to 500 mL of ice water. It was extracted four times with 200 mL of dichloromethane and dried overnight on sodium sulfate. The solvent was removed by the use of an evaporator and purified by column chromatography (silica gel, benzene:hexene =1:1). Consequently, 11.22 g (40.2 mmol) of a light yellow slightly viscous liquid was obtained. The yield was 40%.

出典