Sodium Carbonate → HCID 57468838, Verbindung

Temperatur

23 °C

To a solution of commercially available methoxyamine hydrochloride (1.96 g, 23.4 mmol) and 2 M Na2CO3-solution (20 mL, 40 mmol) in THF (100 mL) at 0° C. was added dropwise added commercially available 3-bromobenzenesulfonyl chloride (2.5 g, 9.8 mmol) and the mixture was stirred at 23° C. for 18 h. The reaction is diluted with water, extracted with EtOAc, washed with brine, dried over Na2SO4, filtered and concentrated to give a light brown solid, which was refluxed with 1 M NaOH (10 mL) in dioxane (10 mL) for 30 min to cleave disulfonylated product. Cooled to rt, diluted with water, extracted with EtOAc, washed organic layer with brine and dried over Na2SO4. Removal of the solvent in vacuum left a light brown solid, which was purified by trituration with heptane/diethyl ether gave the title compound as a light yellow solid (1.30 g, 50%). MS (ISN) 264.0 [(M−H)−] and 266.0 [(M+2−H)−].

1. extractionextracted with EtOAc
2. washwashed with brine
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customto give a light brown solid, which
7. temperatureCooled to rt
8. extractionextracted with EtOAc
9. washwashed organic layer with brine
10. dry with materialdried over Na2SO4
11. customRemoval of the solvent in vacuum
12. waitleft a light brown solid, which
13. customwas purified by trituration with heptane/diethyl ether

ORD-Eintrag

ord-ee74bc9523844f7bb385455e6152c11c

Quelldatensatz

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07642264B2