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1-Propanesulfonyl chloride → HCID 22176535, 화합물

HRID 1797203
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HRID 1797203 반응식
[CH2:1]([S:4](Cl)(=[O:6])=[O:5])[CH2:2]C.[NH2:8][CH2:9][C:10]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)([OH:12])[CH3:11].[CH2:21]1CCN2C(=NCCC2)CC1>C1COCC1>[OH:12][C:10]([C:13]1[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=1)([CH3:11])[CH2:9][NH:8][S:4]([CH:1]([CH3:2])[CH3:21])(=[O:5])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 662791-Propanesulfonyl chlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 170393691-Amino-2-(4-methoxyphenyl)propan-2-ol

생성물 1

HCID 22176535HCID 22176535, 화합물수율 57%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In a 500 mL-3n flask fitted with a stirrer and thermometer, 2.53 g. of propanesulfonyl chloride was added dropwise to 3.00 g. of 1-amino-2-(4-methoxyphenyl)propan-2-ol and 2.70 g. of DBU in THF (200 mL) while stirring at 0° C. under a nitrogen atmosphere. The reaction was allowed to warm to room temperature and stirred overnight at this temperature. In the morning, reaction was concentrated under reduced vacuum. The resulting oil was taken into ethyl acetate and the organic layer was washed two times with H2O, dried over Na2SO4, and concentrated under reduced vacuum to yield 3.61 g. as a solid. This material was purified via silica gel chromatography employing the Water's prep. 2000 and eluting with a solvent of hexane/ethyl acetate 9:1 to yield intermediate title compound (2.71 g, 57%) as a white solid. Ion spray M.S. 286.2 (M*−1).

후처리

  1. customIn the morning, reaction
  2. concentrationwas concentrated under reduced vacuum
  3. washthe organic layer was washed two times with H2O
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced vacuum
  6. customto yield 3.61 g
  7. customThis material was purified via silica gel chromatography
  8. wash2000 and eluting with a solvent of hexane/ethyl acetate 9:1

출처 및 근거

ORD 기록
ord-2007b37ba85e4b1c8e041e2591bdd8a1
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07034045B1

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