Ethanol → HCID 18332989, compound

Temperature

0 °C

Sodium borohydride (2.082 g) was added to an ethanol (200 ml) solution of diethyl 2-[(4-chloro-2-nitrophenyl)methylidene]malonate(34.92 g). The reaction mixture was stirred at 0° C. for one hour, to which was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, then dried and concentrated. Iron (26.70 g) was added to an aqueous acetic acid (300 ml) solution of the residue, which was heated under reflux. The reaction mixture was left standing for cooling, and ethyl acetate (300 ml) was added to the reaction mixture. The precipitated insoluble substances were removed by filtration and the filtrate was concentrated. The organic layer was washed with water and a saturated aqueous sodium chloride solution and then dried and concentrated. The obtained crude crystals were washed with IPE to give the entitled compound (14.50 g).

1. extractionthe mixture was extracted with ethyl acetate
2. washThe organic layer was washed with a saturated aqueous sodium chloride solution
3. customdried
4. concentrationconcentrated
5. additionIron (26.70 g) was added to an aqueous acetic acid (300 ml) solution of the residue, which
6. temperaturewas heated
7. temperatureunder reflux
8. waitThe reaction mixture was left
9. temperaturefor cooling
10. additionethyl acetate (300 ml) was added to the reaction mixture
11. customThe precipitated insoluble substances were removed by filtration
12. concentrationthe filtrate was concentrated
13. washThe organic layer was washed with water
14. dry with materiala saturated aqueous sodium chloride solution and then dried
15. concentrationconcentrated
16. customThe obtained crude crystals
17. washwere washed with IPE

ORD record

ord-6ca4f07041464be7a77ce4caf9588e83

Source dataset

uspto-grants-2001_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06329389B1