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4-Toluenesulfonyl chloride → HCID 58380558, 화합물

HRID 874156
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HRID 874156 반응식
[O:1]1[CH2:4][CH:3]([CH2:5][CH2:6][OH:7])[CH2:2]1.C1N2CCN(CC2)C1.[S:16](Cl)([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)(=[O:18])=[O:17]>C(Cl)Cl>[O:1]1[CH2:4][CH:3]([CH2:5][CH2:6][O:7][S:16]([C:19]2[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 73974-Toluenesulfonyl chlorideHCID 9237DabcoHCID 108443452-(Oxetan-3-yl)ethan-1-ol

생성물 1

HCID 58380558HCID 58380558, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

At 0° C., to a solution of 2-(3-oxetanyl)ethanol (according to the synthesis procedure in the reference: Journal of American Chemical Society, 2009, 131, 2786-2787.) (193 mg, 1.89 mmol) in CH2Cl2 (15 mL) was added DABCO (847 mg, 7.56 mmol) and TsCl (1.43 g, 7.56 mmol) was then added dropwise, the mixture was stirred for 15 minutes. After filtration, the filter cake was washed with CH2Cl2 and the filtrate was washed twice with water. The organic phase was dries over anhydrous sodium sulphate. The solvent was evaporated under vacuum. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 5:1) to afford the target compound.

후처리

  1. additionwas then added dropwise
  2. filtrationAfter filtration
  3. washthe filter cake was washed with CH2Cl2
  4. washthe filtrate was washed twice with water
  5. customThe solvent was evaporated under vacuum
  6. customThe residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 5:1)
  7. customto afford the target compound

출처 및 근거

ORD 기록
ord-ac149a1d491e46059b03ddefd6ff507f
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08980829B2

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