Hydrochloric Acid → Methanesulfonate

HRID 58822

반응식

HRID 58822 반응식
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

참가 물질

7

반응물 4

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

생성물 2

HCID 85257MethanesulfonateHCID 139980Tetrahydro-3-furanmethanol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-75b92de63ae14e078729bd2eb9210720
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434761B2

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