تفاعل #64748

معادلة التفاعل

HCl

3-(Bicyclo[2.2.1]hept-2-yloxy)-4-Methoxybenzaldehyde

sodium cyanide

ammonium carbonate

ethanol

→

hydantoin

المردود 71.0%

5-[3-(Bicyclo[2.2.1]hept-2-yloxy]-4-Methoxyphenyl]2,4-Imidazolidinedione

المردود 71.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction is cooled
2. 2
   استخلاصthe product extracted 2×ethyl acetate
3. 3
   غسيلThe collected organics are washed with water, brine
4. 4
   تركيزconcentrated in vacuo
5. 5
   تجفيفThe solid isredissolved in ethyl acetate, dried over Na2SO4
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىthe resulting crude oil triturated from ether

الإجراء التجريبي

3-(Bicyclo[2.2.1]hept-2-yloxy)-4-Methoxybenzaldehyde (20.0 g, 81.3 mmol), sodium cyanide (8.0 g, 162.6 mmol) and ammonium carbonate (32.0 g, 333.3 mmol) are dissolved in 100 ml ethanol and 100 ml water and refluxed for 4 hours. The reaction is cooled, neutralized with 1N HCl solution and the product extracted 2×ethyl acetate. The collected organics are washed with water, brine and concentrated in vacuo. The solid isredissolved in ethyl acetate, dried over Na2SO4, concentrated in vacuo and the resulting crude oil triturated from ether to produce 18.3 g (71%) of the hydantoin as a crystalline material. This material is a 7:3 endo/exo mixture of bicycloalkyl isomers.

المصدر