Hydrochloric Acid → Methanesulfonate

HRID 58822

反応式

HRID 58822 の反応式
C(N(CC)CC)C.[O:8]1[CH2:12][CH2:11][CH:10]([CH2:13][OH:14])[CH2:9]1.[CH3:15][S:16](Cl)(=[O:18])=[O:17].Cl>C(Cl)Cl>[S:16]([O-:18])(=[O:8])(=[O:17])[CH3:15].[O:8]1[CH2:12][CH2:11][CH:10]([CH2:13][OH:14])[CH2:9]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 139980Tetrahydro-3-furanmethanol

生成物 2

HCID 85257MethanesulfonateHCID 139980Tetrahydro-3-furanmethanol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

Triethylamine (13.7 mL, 98 mmol) was added to a solution of tetrahydro-3-furanmethanol (10.0 g, 98 mmol) in methylene chloride (100 mL) at 0° C. followed by addition of methanesulfonyl chloride (12.3 g, 108 mmol) dropwise. The reaction mixture was stirred at 0° C. for 1 h and then allowed to warm to ambient temperature and stirred overnight. Aqueous hydrochloric acid (1N, 100 mL) was added and the two layers were separated. The organic layer was washed with 1N aqueous hydrochloric acid (100 mL×2), saturated aqueous sodium bicarbonate (100 mL×3), and brine (50 mL×1), respectively. The organic phase was dried over anhydrous sodium sulfate and concentrated to afford crude mesylate of tetrahydro-3-furanmethanol.

後処理

  1. temperatureto warm to ambient temperature
  2. stirringstirred overnight
  3. customthe two layers were separated
  4. washThe organic layer was washed with 1N aqueous hydrochloric acid (100 mL×2), saturated aqueous sodium bicarbonate (100 mL×3), and brine (50 mL×1)
  5. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-75b92de63ae14e078729bd2eb9210720
出典データセット
uspto-grants-2016_09
特許番号
US09434761B2

関連ノート

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