反応 #92052

反応方程式

Carbamimidoyl-acetic acid ethyl ester

Chloroacetaldehyde

→

desired material

収率 31.0%

2-Amino-1H-pyrrole-3-carboxylic acid ethyl ester

収率 31.0%

溶媒

AcOEt

反応条件

後処理

1. 1
   workup.WAITThe solution was then brought to 65° C. for 0.5 h
2. 2
   温度The reaction mixture was then cooled
3. 3
   その他flash chromatographed with AcOEt
4. 4
   workup.ADDITIONProduct containing fractions
5. 5
   濃縮were concentrated

実験手順

Carbamimidoyl-acetic acid ethyl ester (3.357 g, 25.8 mmol) was dissolved in AcOEt (20 mL). Chloroacetaldehyde (50% solution in water, 1.8 mL, 28.7 mmol) was added rapidly at room temperature. The solution stirred for 2 minutes until a precipitant formed. The solution was then brought to 65° C. for 0.5 h. The reaction mixture was then cooled and flash chromatographed with AcOEt. Product containing fractions were concentrated to give the desired material as a green solid. 0.68 g obtained, 31% yield. 1H NMR (400 MHz, CDCl3) δ 1.32 (t, J=7.2 Hz, 3H), 4.24 (q, J=7.0 Hz, 2H), 5.08 (brs, 2H), 6.10-6.13 (m, 1H), 6.25 (t, J=3.12, 1 Hz), 8.60 (brs, 1H); MS Calcd.: 154. Found 155 (M+H).

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