反応 #5786

反応方程式

4-methyl-3-oxo-N-phenyl-pentanamide

β-alanine

benzaldehyde

→

4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide

収率 84.7%

溶媒

water

—

hexanes

—

hexanes

acetic acid

acetic acid

反応条件

後処理

1. 1
   温度The resulting suspension is heated
2. 2
   温度reflux
3. 3
   その他continued with water removal for one hour
4. 4
   温度The reaction mixture is cooled to 20°-25° C.
5. 5
   その他the product is isolated by filtration
6. 6
   その他The product is purified
7. 7
   その他by slurrying in hexanes at 50°-60° C.
8. 8
   温度cooling
9. 9
   ろ過filtration
10. 10
    その他is slurried twice with water at 20°-25° C.
11. 11
    ろ過filtered
12. 12
    その他dried in vacuo

実験手順

A suspension of 100 kg of 4-methyl-3-oxo-N-phenyl-pentanamide (Example B) in 660 kg of hexanes is treated with agitation under nitrogen with 8 kg of β-alanine, 47 kg of benzaldehyde, and 13 kg of glacial acetic acid. The resulting suspension is heated to reflux with removal of water for 20 hours. An additional 396 kg of hexanes and 3 kg of glacial acetic acid is added and reflux continued with water removal for one hour. The reaction mixture is cooled to 20°-25° C. and the product is isolated by filtration. The product is purified by slurrying in hexanes at 50°-60° C., cooling, and filtration. The product is slurried twice with water at 20°-25° C., filtered, and dried in vacuo to yield 110 kg of 4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide, mp 143.7°-154.4° C.

出典