Water → N-[2-(2-Thienyl)ethyl]formamide

온도

0 °C

2-(2-thienyl)ethylamine (15.0 g, 118 mmol) was dissolved in formic acid (120 ml) while cooling with an water bath. The solution was cooled to 0° C. Acetic acid anhydride (45 ml) was added dropwise. The reaction mixture was stirred at room temperature for 3 h. It was cooled to 0° C., and water (45 ml) was added dropwise. The mixture was stirred for 16 h, while it was warming up to room temperature. The solvent was removed in vacuo. The residue was dissolved in ethyl acetate (300 ml). The solution was washed with water (2×150 ml) and saturated sodium hydrogen carbonate solution (200 ml). It was dried over magnesium sulfate. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (180 g), using ethyl acetate/heptane (2:1) as eluent to give 14.30 g of N-(2-(2-thienyl)ethyl)formamide.

1. temperaturewhile cooling with an water bath
2. temperatureIt was cooled to 0° C.
3. stirringThe mixture was stirred for 16 h, while it
4. temperaturewas warming up to room temperature
5. customThe solvent was removed in vacuo
6. dissolutionThe residue was dissolved in ethyl acetate (300 ml)
7. washThe solution was washed with water (2×150 ml) and saturated sodium hydrogen carbonate solution (200 ml)
8. dry with materialIt was dried over magnesium sulfate
9. customThe solvent was removed in vacuo
10. customThe crude product was purified by flash chromatography on silica (180 g)

ORD 기록

ord-dbf707e7ef77457f9314955beb58e59e

출처 데이터셋

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06127354