Triethylamine → Methanesulfonic acid 1-[5-(3-Chloro-phenyl)-isoxazol-3-yl]-ethyl ester

HRID 732047노트

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HRID 732047 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[C:10]([CH:13]([OH:15])[CH3:14])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[C:10]([CH:13]([O:15][S:24]([CH3:23])(=[O:26])=[O:25])[CH3:14])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 57528604HCID 57528604, 화합물

생성물 1

HCID 58812362Methanesulfonic acid 1-[5-(3-Chloro-phenyl)-isoxazol-3-yl]-ethyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

In a screw cap vial equipped with stir bar was added 1-[5-(3-chloro-phenyl)-isoxazole-3-yl]-ethanol (10 mg, 0.49 mmol), dichloromethane (3 ml) and triethylamine (0.34 ml, 2.46 mmol). Cooled the mixture down to 0° C. and to it added methane sulfonyl chloride (0.08 ml, 0.98 mmol). Left the reaction mixture stirring at room temperature for 30 min. Reaction was quenched with saturated sodium bicarbonate (aqueous, 40 ml) and extracted with dichloromethane (3×30 ml). Combined organic phase was washed with brine (40 ml), dried (sodium sulfate), filtered and concentrated, in-vacuo to isolate the desired compound as brown oil.

후처리

  1. customIn a screw cap vial
  2. customequipped
  3. waitLeft the reaction mixture
  4. stirringstirring at room temperature for 30 min
  5. customReaction
  6. customwas quenched with saturated sodium bicarbonate (aqueous, 40 ml)
  7. extractionextracted with dichloromethane (3×30 ml)
  8. washCombined organic phase was washed with brine (40 ml)
  9. dry with materialdried (sodium sulfate)
  10. filtrationfiltered
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1b966cefb1ac49b782b6b8ea6654dc62
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585881B2

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