تفاعل #1583843
ord-bddc4e1bf68b4a66a509a3f02032a1ab
معادلة التفاعل
L-(+)-glutamine
NaOH
2-ethylhexyl isocyanate
→
N2-[(2-ethylhexylamino)carbonyl]-L-glutamine
المردود 88.2%
الكواشف
لا شيء
المذيبات
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1أخرىrose to 20° C.
- 2ترشيحfiltered
- 3غسيلThe filtrate was washed twice with ethyl acetate (200 ml)
- 4ترشيحFiltration of the resulting precipitate
- 5أخرىdrying under vacuum
الإجراء التجريبي
At 5° C., a suspension of L-(+)-glutamine (23.1 g, 158 mmol) in 1:1 water/dioxane (300 ml) was treated successively with a solution of 2N aq. NaOH (79 ml) and with 2-ethylhexyl isocyanate (25 g, 158 mmol). The resulting mixture was stirred for 24 h while its temperature rose to 20° C. (final pH value: 6) and filtered. The filtrate was washed twice with ethyl acetate (200 ml) and the combined organic phases were acidify with a 2N aq. HCl solution to pH 1. Filtration of the resulting precipitate and drying under vacuum gave N2-[(2-ethylhexylamino)carbonyl]-L-glutamine (42 g, 88%, white solid).