Dichloromethane → HCID 54072020, Verbindung

Combine (S)-1-(t-butoxycarbonyl)-3-(3,4-dichlorophenyl)-3-(2-hydroxyethyl)pyrrolidine (17 g, 47.0 mmol), N,N-diisopropylethylamine (20 mL), and dichloromethane (300 mL). Cool the reaction mixture in an ice bath. Add dropwise methanesulfonyl chloride (4.8 mL). After 30 minutes add additional methanesulfonyl chloride (0.9 mL). After 2 hours, extract the reaction mixture with saturated aqueous sodium bicarbonate solution and then three times with water. Dry the organic layer over MgSO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting sequentially with 20% ethyl acetate/hexane, 35% ethyl acetate/hexane, 50% ethyl acetate/hexane and then ethyl acetate to the title compound: Rf =0.24 (silica gel, 35% ethyl acetate/hexane).

1. temperatureCool the reaction mixture in an ice bath
2. extractionextract the reaction mixture with saturated aqueous sodium bicarbonate solution
3. dry with materialDry the organic layer over MgSO4
4. filtrationfilter
5. customevaporate in vacuo
6. customto give a residue

ORD-Eintrag

ord-932bace8f3074c489a9ca74773b0a02c

Quelldatensatz

uspto-grants-1999_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05861417