Ethanolamine → HCID 49854245, compound

Temperature

120 °C

Ethanolamine (16 g, 66 mmol) was added dropwise to stirred ethyl pyruvate (8 g, 69 mmol) at temperature between 22 and 48° C. Then the mixture was heated to 120° C. and stirred at this temperature for 3 hours. During the reaction, the formed ethanol and water were removed by distillation. The reaction mixture was cooled to room temperature and poured into 40 ml of water. The mixture was acidified to pH<1 and stirred for 30 minutes at room temperature. The solution was saturated with sodium chloride and extracted with ethyl acetate a few times. The ethyl acetate layer was evaporated to dryness. The remaining residual oil was purified by silica gel column chromatography using heptane/ethyl acetate to yield colorless oil (1 g, 9% yield).

1. customDuring the reaction
2. customthe formed ethanol and water were removed by distillation
3. temperatureThe reaction mixture was cooled to room temperature
4. additionpoured into 40 ml of water
5. stirringstirred for 30 minutes at room temperature
6. extractionextracted with ethyl acetate a few times
7. customThe ethyl acetate layer was evaporated to dryness
8. customThe remaining residual oil was purified by silica gel column chromatography

ORD record

ord-e18fd832845c4c428a6b84241522f65a

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08816102B2