Potassium Carbonate → HCID 11123863, Verbindung

To a stirred solution of bis-(2-chloro-ethyl)-benzyl amine hydrochloride (6.6 g, 24.7 mmol), 18-Crown-6 (500 mg), and anhydrous K2CO3 (30 gm, excess) in dry acetone (250 ml), (4-benzyloxy-phenylsulfonyl)-acetic acid ethyl ester (8.01 gm, 24 mmol) was added in a round is bottom flask and the reaction mixture was heated at reflux for 16 hours with good stirring. At the end, the reaction mixture was allowed to cool and the potassium salts were filtered off and the reaction mixture was concentrated. The residue was extracted with chloroform and washed with H2O. The organic layer was further washed well with water, dried over MgSO4, filtered and concentrated. The dark brown reaction mixture was purified by silica gel column chromatography by eluting it with 30% ethylacetate:hexane and the product 4-(4-Benzyloxy-benzenesulfonyl)-1-benzyl-piperidine-4-carboxylic acid ethyl ester was isolated as Brown oil. Yield:6.5 g, 55%; MS:494 (M+H)

1. temperaturethe reaction mixture was heated
2. temperatureat reflux for 16 hours with good stirring
3. temperatureto cool
4. filtrationthe potassium salts were filtered off
5. concentrationthe reaction mixture was concentrated
6. extractionThe residue was extracted with chloroform
7. washwashed with H2O
8. washThe organic layer was further washed well with water
9. dry with materialdried over MgSO4
10. filtrationfiltered
11. concentrationconcentrated
12. customThe dark brown reaction mixture was purified by silica gel column chromatography
13. washby eluting it with 30% ethylacetate

ORD-Eintrag

ord-63697579c7e94cc6a7d7b254ffde0fee

Quelldatensatz

uspto-grants-2001_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06331563B1