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HRID 38991作成日:2026年10月26日

4-Toluenesulfonyl chloride → [(2S)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

https://huagongshe.com/reaction/38991

反応式

関与物質

役割名称HCID仕込み量
反応物4-Toluenesulfonyl chlorideHCID 7397—
反応物[(2R)-7-(Methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanolHCID 66878426—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒DichloromethaneHCID 6344—
生成物[(2S)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonateHCID 8665293487.5%

反応手順

Preparation according to Preparation 5 using [[(2R)-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (2.1 g, 8.6 mmol), p-toluenesulfonyl chloride (2.5 g, 12.8 mmol), TEA (1.8 ml, 12.8 mmol) and 4-DMAP (1.0 g, 8.6 mmol) and DCM (dry, 20 ml). DCM (50 ml) was added and the solution was washed with HCl (100 ml, 1 N), water (100 ml) and brine (100 ml) and was evaporated to dryness to give the title compound (3.0 g). MS m/z (rel. intensity, 70 eV) 398 (M+, 49), 226 (bp), 225 (24), 213 (30), 91 (68).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08524766B2
出典データセットuspto-grants-2013_09
ORD IDord-3c5bcdcddd854d5cb69716ee1cb31f4f
出典メモuspto-grants-2013_09