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4-Toluenesulfonyl chloride → 1,1-dioxidotetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulfonate

HRID 502296
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반응식

HRID 502296 반응식
[O:1]=[S:2]1(=[O:9])[CH2:7][CH2:6][CH:5]([OH:8])[CH2:4][CH2:3]1.[S:10](Cl)([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)(=[O:12])=[O:11]>N1C=CC=CC=1>[S:10]([O:8][CH:5]1[CH2:6][CH2:7][S:2](=[O:9])(=[O:1])[CH2:3][CH2:4]1)([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)(=[O:12])=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 457912554-Hydroxytetrahydro-2H-thiopyran 1,1-dioxide

생성물 1

HCID 594258721,1-dioxidotetrahydro-2H-thiopyran-4-yl 4-methylbenzenesulfonate수율 53.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

1,1-Dioxo-tetrahydrothiopyran-4-ol (1.0 g, 6.6 mmol), pyridine (10 mL), and tosyl chloride (1.6 g, 8.4 mmol) were combined and stirred at room temperature overnight. The reaction mixture was concentrated, diluted in EtOAc and washed with aqueous HCl and brine. The organic layer was dried, concentrated and triturated with hexane to yield O-tosyl-1,1-dioxo-tetrahydrothiopyran-4-ol (1.073 g, 53%) as a white solid.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted in EtOAc
  3. washwashed with aqueous HCl and brine
  4. customThe organic layer was dried
  5. concentrationconcentrated
  6. customtriturated with hexane

출처 및 근거

ORD 기록
ord-5b11031fcffd4d2386015be456902ef3
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07772271B2

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