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4-Toluenesulfonyl chloride → HCID 22033501, 화합물

HRID 325040
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HRID 325040 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][OH:11])=[CH:5][CH:4]=1)#[N:2].[C:12]1([CH3:22])[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1>N1C=CC=CC=1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][O:11][S:18]([C:15]2[CH:16]=[CH:17][C:12]([CH3:22])=[CH:13][CH:14]=2)(=[O:20])=[O:19])=[CH:5][CH:4]=1)#[N:2]
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참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 28008154-(2-Hydroxyethyl)benzonitrile2회

생성물 1

HCID 22033501HCID 22033501, 화합물수율 67%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

2-(4-Cyanophenyl)ethanol (1.46 g; 9.9 mmol) and 4-toluenesulfonyl chloride (1.9 g; 10 mmol) were stirred in pyridine (20 mL) at 5° C. for 3 hours. Work-up was performed by removing the solvent, addition of 2M aqueous HCl and extraction with EtOAc. The organic phase was washed with aqueous citric acid, then passed through a short plug of silica gel with Et2O. Removal of the solvent in vacuo afforded a colourless oil, containing ca. 30% of unreacted 2-(4-cyanophenyl)ethanol according to 1H NMR. The oil was further subjected to the reaction conditions above for 2 hours. Work-up as above afforded 2.0 g (66%) of the sub-title compound as a yellow solid.

후처리

  1. customby removing
  2. additionthe solvent, addition of 2M aqueous HCl and extraction with EtOAc
  3. washThe organic phase was washed with aqueous citric acid
  4. customRemoval of the solvent in vacuo
  5. customafforded a colourless oil
  6. customThe oil was further subjected to the reaction conditions above for 2 hours

출처 및 근거

ORD 기록
ord-3f6764e44bca497ab365e533aa46a9c8
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06221898B1

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