反応 #2831

反応方程式

1-hydroxybenzotriazole

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

morpholine

compound ( [5]-(53)-278 )

4-methyl-3-nitrobenzoic acid

→

crystals

4-methyl-3-nitrobenzoic acid morpholide

溶媒

triethylamine

water

DMF

反応条件

後処理

1. 1
   その他to obtain a homogeneous solution
2. 2
   濃縮The solution was concentrated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in chloroform
4. 4
   洗浄the solution was washed with 1N HCl aqueous solution and saturated brine
5. 5
   乾燥The organic layer was dried over anhydrous sodium sulfate
6. 6
   濃縮concentrated

実験手順

The compound ([5]-(53)-278) (6.5272 g) prepared in Example 72 was dissolved in anhydrous DMF (98 ml). Then, 1-hydroxybenzotriazole (6.3297 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (8.9795 g), triethylamine (6.5 ml), and morpholine (4.1 ml) were added to the solution. The mixture was stirred at room temperature for 4 hours. A small amount of water was added to the resulting yellowish orange solution including the white salt to obtain a homogeneous solution. The solution was concentrated. The residue was dissolved in chloroform, and the solution was washed with 1N HCl aqueous solution and saturated brine. The organic layer was dried over anhydrous sodium sulfate, and concentrated to obtain yellowish brown crystals (8.9903 g). The product was recrystallized from n-hexane/ethyl acetate to obtain the above-captioned compound ([5]-(54)-278) (7.8455 g) as light yellow crystals.

出典