Pyridine → 8-(cyclopentyloxy)-7-methoxy-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate

HRID 20627

反応式

HRID 20627 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH:12]1([O:17][C:18]2[C:19]([O:30][CH3:31])=[CH:20][CH:21]=[C:22]3[C:27]=2[O:26][C:25](=[O:28])[CH:24]=[C:23]3[OH:29])[CH2:16][CH2:15][CH2:14][CH2:13]1.N1C=CC=CC=1>ClCCl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O:29][C:23]2[C:22]3[C:27](=[C:18]([O:17][CH:12]4[CH2:13][CH2:14][CH2:15][CH2:16]4)[C:19]([O:30][CH3:31])=[CH:20][CH:21]=3)[O:26][C:25](=[O:28])[CH:24]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 771747928-(cyclopentyloxy)-4-hydroxy-7-methoxy-2H-chromen-2-one

生成物 1

HCID 866181328-(cyclopentyloxy)-7-methoxy-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-Methylbenzene-1-sulfonyl chloride (135 mg, 0.71 mmol) was added to a solution of 8-(cyclopentyloxy)-4-hydroxy-7-methoxy-2H-chromen-2-one (175 mg, 0.63 mmol), pyridine (0.15 mL, 1.85 mmol), and anhydrous dichloromethane (4 mL) at rt under N2. After 20 h, the reaction was concentrated and purified by silica gel chromatography (1:0→7:3; hexanes:ethyl acetate) to give 8-(cyclopentyloxy)-7-methoxy-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate: MS (ESI): 431.3.

後処理

  1. concentrationthe reaction was concentrated
  2. custompurified by silica gel chromatography (1:0→7:3; hexanes:ethyl acetate)

出典と根拠

ORDレコード
ord-5723064d63964d548591af3a350eda5e
出典データセット
uspto-grants-2010_06
特許番号
US07745646B2

関連ノート

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