反応 #1435

反応方程式

sodium bicarbonate

2,3,4,5-tetrahydro-1H-1-benzazepin-5-one

triethylamine

p-nitrobenzoyl chloride

→

1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGThe reaction solution was stirred at room temperature for additional 60 minutes
2. 2
   その他subjected to phase separation
3. 3
   その他The dichloromethane layer was separated
4. 4
   洗浄washed with a 1N hydrochloric acid aqueous solution
5. 5
   乾燥The thus washed layer was dried over anhydrous magnesium sulfate
6. 6
   濃縮concentrated under a reduced pressure
7. 7
   その他The thus obtained residue was recrystallized from methyl alcohol

実験手順

A 3.32 g portion of 2,3,4,5-tetrahydro-1H-1-benzazepin-5-one and 4.31 ml of triethylamine were dissolved in 33 ml of dichloromethane and, with stirring on an ice bath, 4.59 g of p-nitrobenzoyl chloride was added to the resulting solution. The reaction solution was stirred at room temperature for additional 60 minutes. The reaction solution was then mixed with a saturated sodium bicarbonate aqueous solution and subjected to phase separation. The dichloromethane layer was separated and washed with a 1N hydrochloric acid aqueous solution and a saturated sodium chloride aqueous solution once for each. The thus washed layer was dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure. The thus obtained residue was recrystallized from methyl alcohol to obtain 5.68 g of 1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one.

出典