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Water → HCID 86597122, 화합물

HRID 1784183
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HRID 1784183 반응식
[S:1]1[C:5]([CH2:6][CH2:7][OH:8])=[CH:4][N:3]=[CH:2]1.[CH3:9][S:10](Cl)(=[O:12])=[O:11].CCN(CC)CC.O>C(Cl)Cl>[S:1]1[C:5]([CH2:6][CH2:7][O:8][S:10]([CH3:9])(=[O:12])=[O:11])=[CH:4][N:3]=[CH:2]1
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 113895962-(1,3-Thiazol-5-yl)ethan-1-ol

생성물 1

HCID 86597122HCID 86597122, 화합물수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

At 0° C., to a solution of 2-thiazol-5-yl-ethanol (0.154 g, 1.19 mmol) in CH2Cl2 (10 mL) was added MsCl (0.150 g, 1.31 mmol) and Et3N (0.180 g, 1.79 mmol). The mixture was stirred at room temperature for 1 h. Water (20 mL) was added, and the mixture was extracted with CH2Cl2 (3×30 mL). The extracts were combined and dried over Na2SO4. After filtration the solvent was removed by evaporation under vacuum, and the residue was purified by flash chromatography on a silica gel column (EtOAc), affording methanesulfonic acid 2-thiazol-5-yl-ethyl ester as a pale yellow liquid (0.246 g, 100%). 1H NMR (CDCl3) δ 2.99 (s, 3H), 3.33 (t, 2H, J=6.3 Hz), 4.42 (t, 2H, J=6.3 Hz), 7.73 (s, 1H), 8.74 (s, 1H).

후처리

  1. extractionthe mixture was extracted with CH2Cl2 (3×30 mL)
  2. dry with materialdried over Na2SO4
  3. filtrationAfter filtration the solvent
  4. customwas removed by evaporation under vacuum
  5. customthe residue was purified by flash chromatography on a silica gel column (EtOAc)

출처 및 근거

ORD 기록
ord-53ada5f6a5134fde91e72f7c8481bc5d
출처 데이터셋
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07501518B2

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