Methylamine → (7-Benzenesulfonyl-2,3-dihydro-benzo[1,4]dioxin-2(R)-ylmethyl)-methyl-amine
Reaktionsgleichung
[CH3:1][NH2:2].[C:3]1([S:9]([C:12]2[CH:13]=[CH:14][C:15]3[O:20][CH2:19][C@@H:18]([CH2:21]OS(C)(=O)=O)[O:17][C:16]=3[CH:27]=2)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[C:3]1([S:9]([C:12]2[CH:13]=[CH:14][C:15]3[O:20][CH2:19][C@@H:18]([CH2:21][NH:2][CH3:1])[O:17][C:16]=3[CH:27]=2)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1Komponenten
4
Versuchsvorschrift
A 2M solution of methyl amine in methanol (10 mL) and methansulfonic acid 7-benzenesulfonyl-2,3-dihydro-benzo[1,4]dioxin-2(S)-yl-methyl ester (0.87 g, 2.26 mmol) were heated in a microwave at 100° C. for 3 hours. The solvent was removed under reduced pressure and the crude material was purified by flash chromatography on silica gel (eluting with dichloromethane—methanol; 98:2, v/v) to give (7-Benzenesulfonyl-2,3-dihydro-benzo[1,4]dioxin-2(R)-ylmethyl)-methyl-amine as a white solid (0.557 g; 77%), which was converted to a hydrochloride salt: MS (M)+ 319; m. p. 240.0-243.6° C., [α]=+40.5° (methanol; c=1).