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

HRID 1023834노트

반응식

HRID 1023834 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-420a9fcd0384438eb0e140f44e2bc9de
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722720B2

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