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Hydrochloric Acid → 2-(2-Benzo[b]thiophen-5-ylethoxy)ethyl methanesulfonate

HRID 1007928
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HRID 1007928 반응식
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][OH:15])[CH:8]=[CH:9][C:2]1=2.[CH3:16][S:17](Cl)(=[O:19])=[O:18].N1C=CC=CC=1.Cl>C(Cl)Cl.O>[CH3:16][S:17]([O:15][CH2:14][CH2:13][O:12][CH2:11][CH2:10][C:7]1[CH:8]=[CH:9][C:2]2[S:1][CH:5]=[CH:4][C:3]=2[CH:6]=1)(=[O:19])=[O:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 226665142-(2-Benzo[b]thiophen-5-ylethoxy)-1-ethanol

생성물 1

HCID 219900502-(2-Benzo[b]thiophen-5-ylethoxy)ethyl methanesulfonate수율 88.1%

시약·촉매·용매 2

HCID 962Water
용매
HCID 6344Dichloromethane용매2회

실험 절차

In 20 mL of methylene chloride is dissolved 2.10 g of 2-(2-benzo[b]thiophen-5-ylethoxy)-1-ethanol. At an ice-cooled temperature, 1.63 g of methanesulfonyl chloride and 1.47 g of pyridine are added to the solution obtained above, and the mixture thus formed is stirred at the same temperature as above for 30 minutes and then at ambient temperature for 12 hours. Then, methylene chloride and water are added to the reaction mixture, pH is adjusted to 2.0 with 2 mol/L hydrochloric acid, and the organic layer is separated. The organic layer is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, the solvent is distilled off under reduced pressure, and the residue is purified by column chromatography (eluent: n-hexane:ethyl acetate=4:1 to 2:1) to obtain 2.50 g of 2-(2-benzo[b]thiophen-5-ylethoxy)-ethyl methanesulfonate.

후처리

  1. additionare added to the solution
  2. customobtained above, and the mixture
  3. customthus formed
  4. waitat ambient temperature for 12 hours
  5. customthe organic layer is separated
  6. washThe organic layer is washed with water and saturated aqueous solution of sodium chloride successively
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent is distilled off under reduced pressure
  9. customthe residue is purified by column chromatography (eluent: n-hexane:ethyl acetate=4:1 to 2:1)

출처 및 근거

ORD 기록
ord-795dc92c2639438599d34baaaf2ed9e5
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06797726B1

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