1,2-Dichloroethane → HCID 22892021, compound

Temperature

0 °C

3.44 g(20 mmol) of 1-naphthoic acid was dissolved in 20 ml of dimethylformamide. To this solution were added 4.6 g(24 mmol) of EDC, 2.02 g(20 mmol) of triethylamine and 3.24 g(24 mmol) of HOBT, and the resulting mixture was stirred for 5 minutes at 0° C. 185 mg(20 mmol) of N,O-dimethylhydroxylamine hydrochloride was added thereto, and the mixture was stirred for 5 hours at room temperature. The solvent was removed under reduced pressure, 100 ml of saturated aqueous K2CO3 solution was added to the residue, which was then extracted with ethyl acetate. The organic layer was sequencially washed with 1N aqueous hydrochloric acid solution, aqueous sodium chloride solution and water, dried over anhydrous sodium sulfate and concentrated to obtain 3.04 g(1.50 mmol) of the title compound.

1. stirringthe mixture was stirred for 5 hours at room temperature
2. customThe solvent was removed under reduced pressure, 100 ml of saturated aqueous K2CO3 solution
3. additionwas added to the residue, which
4. extractionwas then extracted with ethyl acetate
5. washThe organic layer was sequencially washed with 1N aqueous hydrochloric acid solution, aqueous sodium chloride solution and water
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationconcentrated

ORD record

ord-c1f27143c19446839a57bb1b3bee4511

Source dataset

uspto-grants-2002_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06436960B1