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

HRID 864315

反応式

HRID 864315 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-efb019971ae34fc9be9e5f4cbc2bbaaa
出典データセット
uspto-grants-1996_10
特許番号
US05563113

関連ノート

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