تفاعل #91502

معادلة التفاعل

aminoacetaldehyde diethyl acetal

CNBr

→

N-(2,2-diethoxyethyl)carbodiimide

المردود 45.0%

المذيبات

ether

hexane

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solid was removed by filtration
2. 2
   غسيلwashed with ether
3. 3
   تركيزThe combined filtrate was concentrated

الإجراء التجريبي

A solution of the aminoacetaldehyde diethyl acetal (5.32 g, 40 mmol) in ether (20 mL) was added to a suspension of CNBr (4.22 g, 40 mmol) in hexane (20 mL) at RT. The reaction mixture was stirred at RT overnight. The solid was removed by filtration and washed with ether. The combined filtrate was concentrated. Flash chromatography of the concentrated residue afforded 2.82 g (45%) of the N-(2,2-diethoxyethyl)carbodiimide (a). 1H NMR (500 MHz, CDCl3): 4.58 (t, J=5.5 Hz, 1H), 3.85 (br s, 1H), 3.73 (m, 2H), 3.56 (m, 2H), 3.16 (J=5.5 Hz, 2H), 1.23 (t, J=7.0 Hz, 3H), MS: 156.8 (M−H)−; 180.9 (M+Na)+.

المصدر