تفاعل #358803

معادلة التفاعل

benzyliminodiacetic acid

triethylamine

trifluoroacetamide

1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride

→

4-benzyl-piperazine-2,6-dione

المردود 73.1%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture is quenched with cold H2O
2. 2
   استخلاصextracted with CH2Cl2
3. 3
   غسيلThe combined extracts are washed with H2O brine
4. 4
   تجفيفdried over MgSO4
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe residue is purified by silica gel column chromatography (eluent: n-Hexane:AcOEt=2:1)

الإجراء التجريبي

To a suspensiopn of 15 g (67 mmoles) of benzyliminodiacetic acid in 300 ml of CH2Cl2, 28 ml (201 mmoles) of triethylamine, 21.77 g (161 mmoles) of 1H-hydroxybenztriazole and 10.6 g (94 mmoles) of trifluoroacetamide are successively added and then 28.34 g (147.8 mmoles) of 1-[3(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride is added at 0° C. The reaction mixture is allowed to warm to ambient temperature and stirred for 18 hours. The reaction mixture is quenched with cold H2O and extracted with CH2Cl2. The combined extracts are washed with H2O brine, dried over MgSO4 and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: n-Hexane:AcOEt=2:1) to give 10 g of desired 4-benzyl-piperazine-2,6-dione in 73% yield.

المصدر