تفاعل #3752
ord-a89a3e5e7d9441a2aad27464a69c6f6b
معادلة التفاعل
1,3-di-n-propyl-5,6-diaminouracil
N-methylmorpholine
3-phenylbutyric acid
tetrahydrofuran
isobutyl chloroformate
→
N-(2-amino-4,6-dioxo-3,5-dipropylcyclohex-1-enyl)-3-phenylbutyramide
المتفاعلات
الكواشف
لا شيء
المذيبات
ظروف التفاعل
درجة الحرارة
-20°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1أخرىthe reaction at -20° C. for 3 hours
- 2workup.ADDITIONThen dilute
- 3أخرىseparate the layers
- 4غسيلRinse the organic layer with saturated sodium bicarbonate (200 ml), 50% aqueous sodium chloride (2×200 ml)
- 5تجفيفdry over anhydrous magnesium sulfate
- 6ترشيحfilter
- 7تركيزconcentrate under vacuum
الإجراء التجريبي
Dissolve 3-phenylbutyric acid (1.0 g, 6.1 mmol) in tetrahydrofuran (20 ml), treat with N-methylmorpholine (0.67 ml, 6.1 mmol) and cool to -20° C. Add isobutyl chloroformate (0.79 ml, 6.1 mmol) and stir for 20 minutes. Then add 1,3-di-n-propyl-5,6-diaminouracil (1.4 g, 6.1 mmol, in 5 ml dimethylformamide) and stir the reaction at -20° C. for 3 hours. Then dilute the reaction with diethyl ether (400 ml) and separate the layers. Rinse the organic layer with saturated sodium bicarbonate (200 ml), 50% aqueous sodium chloride (2×200 ml), dry over anhydrous magnesium sulfate, filter and concentrate under vacuum to provide N-(2-amino-4,6-dioxo-3,5-dipropylcyclohex-1-enyl)-3-phenylbutyramide (2.23 g).