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Ethyl Acetate → ME-3407

HRID 1089754
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HRID 1089754 반응식
[CH2:1]([O:5][C:6]([CH2:8][S:9][C:10]1[S:11][C:12]2[C:17]([N:18]=1)=[CH:16][CH:15]=[CH:14][N:13]=2)=[O:7])[CH2:2][CH2:3][CH3:4].ClC1C=CC=C(C(OO)=[O:27])C=1.C(OCC)(=O)C>C(Cl)Cl>[CH2:1]([O:5][C:6]([CH2:8][S:9]([C:10]1[S:11][C:12]2[C:17]([N:18]=1)=[CH:16][CH:15]=[CH:14][N:13]=2)=[O:27])=[O:7])[CH2:2][CH2:3][CH3:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 70297m-Chloroperbenzoic acidHCID 150356882-[(n-Butoxycarbonylmethyl)thio]thiazolo[5,4-b]pyridine

생성물 1

HCID 6918179ME-3407수율 68.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-10 °C

실험 절차

Dissolved in 50 ml of methylene chloride was 18.5 g of the compound obtained in Example 1, and the solution was cooled down to -10° C. 16.2 g of m-chloroperbenzoic acid (with a 70% purity) was added to the solution, which was in turn stirred at that temperature for 40 minutes. Ethyl acetate (600 ml) was added to the solution, which was then washed once with an aqueous solution of sodium thiosulfate, three times with sodium hydrogencarbonate and once with water, dried over magnesium sulfate, and distilled to remove the solvent. The residue was purified by silica gel column chromatography, and eluting with n-hexane-ethyl acetate (5:3 to 3:1) to obtain the title compound (13.4 g).

후처리

  1. washwas then washed once with an aqueous solution of sodium thiosulfate, three times with sodium hydrogencarbonate and once with water
  2. dry with materialdried over magnesium sulfate
  3. distillationdistilled
  4. customto remove the solvent
  5. customThe residue was purified by silica gel column chromatography
  6. washeluting with n-hexane-ethyl acetate (5:3 to 3:1)

출처 및 근거

ORD 기록
ord-2aa131be26f949d2ba44165c7e74aa2a
출처 데이터셋
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05079255

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