تفاعل #1156165

معادلة التفاعل

water

n-Butyl lithium

bis-(2-methoxy-ethyl)-prop-2-ynyl-amine

carbon dioxide

→

4-[bis-(2-methoxy-ethyl)-amino]-but-2-ynoic acid

المذيبات

hexane

tetrahydrofuran

methanol

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with ethyl acetate
2. 2
   أخرىThe aqueous layer was evaporated under reduced pressure
3. 3
   أخرىto give the crude acid
4. 4
   أخرىthe insoluble salt was removed via filtration
5. 5
   أخرىThe filtrate was collected
6. 6
   أخرىdried in vacuo

الإجراء التجريبي

n-Butyl lithium in hexane (42 mL, 2.5M in n-hexane) was slowly added to bis-(2-methoxy-ethyl)-prop-2-ynyl-amine (18 g, 105 mmol) in 80 mL of tetrahydrofuran under nitrogen. The mixture was stirred for 1 h at −78° C., then dry carbon dioxide was passed through overnight. The resulting solution was poured into water and washed with ethyl acetate. The aqueous layer was evaporated under reduced pressure to give the crude acid. The dry acid was dissolved in methanol, and the insoluble salt was removed via filtration. The filtrate was collected and dried in vacuo to give 18 g of 4-[bis-(2-methoxy-ethyl)-amino]-but-2-ynoic acid: mass spectrum (m/e):M−H 214.

المصدر