Methyl 4-(p-chlorophenoxy)butyrate → HCID 178508402、化合物

温度

125 °C

A mixture of methyl 4-(4-chlorophenoxy)butanoate (1.4 g, 6.13 mmol), aminoguanidine bicarbonate (2.08 g, 15.3 mmol), and pyridine (12 mL) was added to a 100 mL RBF with a magnetic stirring bar. The flask was fitted with a condenser, and heated to 125° C. using an oil bath. Progress of the reaction was monitored by analytical HPLC with UV detection at 215 nm. The mixture was heated for 20 hours, and an additional portion of aminoguanidine bicarbonate (0.60 g, 4.4 mmol) was added. After an additional 22 hours of heating, the reaction was complete. The reaction allowed to cool to ambient temperature, concentrated under reduced pressure and partitioned between ethyl acetate (50 mL) and water (20 mL). The aqueous layer was extracted once more with ethyl acetate (30 mL). The combined organic layers were washed with saturated aqueous NaCl (2×15 mL), dried (Na2SO4), filtered and concentrated. Dichloromethane (5 mL) was added and a precipitate that formed was isolated by filtration, rinsed with dichloromethane (5 mL), and then dried under reduced pressure to afford the title compound as a white powder (1.12 g, 72% yield).

1. additionwas added to a 100 mL RBF with a magnetic stirring bar
2. customThe flask was fitted with a condenser
3. temperatureThe mixture was heated for 20 hours
4. temperatureAfter an additional 22 hours of heating
5. temperatureto cool to ambient temperature
6. concentrationconcentrated under reduced pressure
7. custompartitioned between ethyl acetate (50 mL) and water (20 mL)
8. extractionThe aqueous layer was extracted once more with ethyl acetate (30 mL)
9. washThe combined organic layers were washed with saturated aqueous NaCl (2×15 mL)
10. dry with materialdried (Na2SO4)
11. filtrationfiltered
12. concentrationconcentrated
13. additionDichloromethane (5 mL) was added
14. customa precipitate that formed
15. customwas isolated by filtration
16. washrinsed with dichloromethane (5 mL)
17. customdried under reduced pressure

ORDレコード

ord-0a2a1c94b35f4b6983e27be13a24dc43

出典データセット

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09163027B2