反応 #341447

反応方程式

1-(3,3-diphenylpropyl)-3-(3-hydroxymethylphenyl)-1-(2-morpholin-4-ylethyl)urea

→

1-(3,3-diphenylpropyl)-3-(3-formylphenyl)-1-(2-morpholin-4-ylethyl)urea

収率 84.0%

溶媒

chloroform

反応条件

後処理

1. 1
   温度The mixture is heated
2. 2
   温度under reflux for one night
3. 3
   ろ過the reaction medium is filtered over Celite®
4. 4
   洗浄After rinsing with dichloromethane
5. 5
   濃縮then concentrating to dryness
6. 6
   その他the crude reaction product
7. 7
   その他is purified by flash chromatography over silica gel (
8. 8
   洗浄elution gradient

実験手順

105.2 mg (0.222 mmol, 1 eq.) of 1-(3,3-diphenylpropyl)-3-(3-hydroxymethylphenyl)-1-(2-morpholin-4-ylethyl)urea (obtained in Example 60), 6 mL of chloroform, and 193 mg (2.22 mmol, 10 eq.) of manganese oxide are introduced in succession into a 50 mL flask under an argon atmosphere while stirring. The mixture is heated under reflux for one night, then the reaction medium is filtered over Celite®. After rinsing with dichloromethane then concentrating to dryness, the crude reaction product is purified by flash chromatography over silica gel (elution gradient: CH2Cl2/AcOEt 4/1 then 1/1), leading to the desired aldehyde in a yield of 84%.

出典