Triethylamine → 1-(Methylsulfonyl)piperidin-4-yl methanesulfonate

HRID 1081749

반응식

HRID 1081749 반응식
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(N(CC)CC)C.[CH3:15][S:16](Cl)(=[O:18])=[O:17]>C(Cl)Cl>[CH3:15][S:16]([N:5]1[CH2:6][CH2:7][CH:2]([O:1][S:16]([CH3:15])(=[O:18])=[O:17])[CH2:3][CH2:4]1)(=[O:18])=[O:17]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 79341Piperidin-4-ol

생성물 1

HCID 222730651-(Methylsulfonyl)piperidin-4-yl methanesulfonate수율 89%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-hydroxypiperidine (5.10 g, 50 mmoles) and triethylamine (20.9 ml, 150 mmoles) in methylene chloride (150 ml) was added methanesulfonyl chloride (8.54 ml, 110 mmoles) with stirring under ice-cooling and the mixture was stirred at room temperature for 1 hour. The reaction mixture was washed in turn with an aqueous saturated sodium bicarbonate solution and saturated saline and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was solidified with ethyl acetate-n-hexane to obtain 11.45 g of the desired product (88.3%, pale yellow solid).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. washThe reaction mixture was washed in turn with an aqueous saturated sodium bicarbonate solution and saturated saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter the solvent was distilled off

출처 및 근거

ORD 기록
ord-b3730f138bfa468185545870673f245b
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05587383

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