Water → {7-[(Phenylsulfonyl)amino]-3,4-dihydro-2H-chromen-2-yl}methylbenzenesulfonate

反応式

[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH:8]([CH2:12][OH:13])[O:9]2)=[CH:4][CH:3]=1.[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[OH2:24]>N1C=CC=CC=1>[C:14]1([S:20]([NH:1][C:2]2[CH:11]=[C:10]3[C:5]([CH2:6][CH2:7][CH:8]([CH2:12][O:13][S:20]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)(=[O:21])=[O:24])[O:9]3)=[CH:4][CH:3]=2)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

実験手順

A solution of (7-amino-2-(hydroxymethyl)chroman (0.52 g, 2.9 mmol) in pyridine is treated with a solution of phenylsulfonyl chloride (0.81 mL, 6.4 mmol) in pyridine, stirred at ambient temperature for 1 h, poured into water and extracted with ethyl acetate. The extracts are combined, washed with brine, dried over MgSO4 and concentrated in vacuo. The resultant residue is chromatographed (silica gel, ethyl acetate:hexane 1:1) to afford the title product as an off-white solid, 1.23 g (92% yield), identified by NMR and mass spectral analyses.