Tetrahydrofuran → (5-Chloropyridin-2-yl)methyl methanesulfonate

HRID 15072

반응식

HRID 15072 반응식
C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].O1CCCC1.[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:25][OH:26])=[N:23][CH:24]=1>O>[CH3:8][S:9]([O:26][CH2:25][C:22]1[CH:21]=[CH:20][C:19]([Cl:18])=[CH:24][N:23]=1)(=[O:11])=[O:10]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 20537893(5-Chloropyridin-2-yl)methanol

생성물 1

HCID 70700476(5-Chloropyridin-2-yl)methyl methanesulfonate수율 99%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Triethylamine (12 mL) and methanesulfonyl chloride (5.7 mL) were added to tetrahydrofuran (150 mL) solution of 5-chloro-2-hydroxymethylpyridine (12.77 g) under cooling with ice, and stirred for 30 minutes under cooling with ice. After addition of water (150 mL), the reaction liquid was extracted with ethyl acetate (150 mL+150 mL), and the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was crystallized from ethyl acetate-diisopropyl ether mixed solvent to provide the title compound (14.65 g, 99%).

후처리

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice
  3. customthe reaction liquid
  4. extractionwas extracted with ethyl acetate (150 mL+150 mL)
  5. washthe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationConcentrating the solvent under reduced pressure
  8. customthe residue was crystallized from ethyl acetate-diisopropyl ether mixed solvent

출처 및 근거

ORD 기록
ord-9a5fbfe159bf429d946f028309c04113
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

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