Carbon Dioxide → Pent-4-yn-1-yl methanesulfonate

HRID 54191

반응식

HRID 54191 반응식
[CH:1]#[C:2][CH2:3][CH:4]([OH:6])C.C(=O)=O.[CH2:10](N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>CCOCC>[CH3:17][S:18]([O:6][CH2:4][CH2:3][CH2:2][C:1]#[CH:10])(=[O:20])=[O:19]

참가 물질

6

반응물 4

HCID 280Carbon DioxideHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 929154-Pentyn-2-ol

생성물 1

HCID 12476209Pent-4-yn-1-yl methanesulfonate

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

실험 절차

To pentyne-4-ol (Farchan Chemical Co) (42.0 g: 0.5 mols) in 500 mL ether at -5° C. (dry ice bath) is added in a rapid dropwise fashion triethylamine (104.8 mL; 0.75 mols) diluted with 100 mL ether. While maintaining the temperature at or below 15° C. throughout, methane sulfonyl chloride, (94.2 mL; 0.70 mols) diluted with 100 mL ether, is added dropwise over 45 minutes. The thick suspension is stirred an additional 30 minutes, after which the precipitate is filtered. The filter cake is washed with ether and the combined ether layers washed twice with water, then once with brine. The ether layer is then dried over anhydrous magnesium sulfate and solvent removed under reduced pressure to yield the product as a pale yellow oil; yield 64 g (79%), which is used in the next step without further purification.

후처리

  1. additionis added dropwise over 45 minutes
  2. filtrationafter which the precipitate is filtered
  3. washThe filter cake is washed with ether
  4. washthe combined ether layers washed twice with water
  5. dry with materialThe ether layer is then dried over anhydrous magnesium sulfate and solvent
  6. customremoved under reduced pressure

출처 및 근거

ORD 기록
ord-9f312730b7e04555ad339f84d3d089d0
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622913

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