Pyridine → 4-(1,3-Dioxoisoindolin-2-yl)phenethyl 4-methylbenzenesulfonate

HRID 1023834ノート

反応式

HRID 1023834 の反応式
[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18](=[O:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:20])=[CH:6][CH:5]=1.[C:21]1([CH3:31])[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1.N1C=CC=CC=1>ClCCl>[CH3:31][C:21]1[CH:26]=[CH:25][C:24]([S:27]([O:1][CH2:2][CH2:3][C:4]2[CH:5]=[CH:6][C:7]([N:10]3[C:18](=[O:19])[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:11]3=[O:20])=[CH:8][CH:9]=2)(=[O:29])=[O:28])=[CH:23][CH:22]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 534662882-(4-(2-Hydroxyethyl)phenyl)isoindoline-1,3-dione

生成物 1

HCID 866730154-(1,3-Dioxoisoindolin-2-yl)phenethyl 4-methylbenzenesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

2-(4-(2-hydroxyethyl)phenyl)isoindoline-1,3-dione (926 mg, 3.46 mmol) was dissolved in dichloromethane (15 mL), cooled to 0° C. and p-toluenesulfonyl chloride (991 mg, 5.2 mmol) was added, followed by pyridine (0.56 ml, 6.93 mmol). The reaction was stirred at room temperature for 16 h and concentrated. The residue was dissolved in ethyl acetate (60 ml), washed with water (20 ml), saturated aqueous NaHCO3 (2×15 ml), brine (20 mL), dried over sodium sulfate, filtered and concentrated. The crude tosylate was used without further purification.

後処理

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in ethyl acetate (60 ml)
  3. washwashed with water (20 ml), saturated aqueous NaHCO3 (2×15 ml), brine (20 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude tosylate was used without further purification

出典と根拠

ORDレコード
ord-420a9fcd0384438eb0e140f44e2bc9de
出典データセット
uspto-grants-2014_05
特許番号
US08722720B2

反応ノート

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