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Triethylamine → tert-Butyl 2-[(methylsulfonyl)oxy]-6-azaspiro[3.4]octane-6-carboxylate

HRID 336525
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HRID 336525 반응식
C(N(CC)CC)C.[S:8](Cl)([CH3:11])(=[O:10])=[O:9].[OH:13][CH:14]1[CH2:17][C:16]2([CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18]2)[CH2:15]1>ClCCl>[CH3:11][S:8]([O:13][CH:14]1[CH2:15][C:16]2([CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18]2)[CH2:17]1)(=[O:10])=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 69669842tert-Butyl 2-hydroxy-6-azaspiro(3.4)octane-6-carboxylate

생성물 1

HCID 86660639tert-Butyl 2-[(methylsulfonyl)oxy]-6-azaspiro[3.4]octane-6-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

0.76 mL (5.49 mmol) of triethylamine and then 0.43 mL (5.49 mmol) of mesyl chloride are added to a solution of 1.52 g (4.99 mmol) of tert-butyl 2-hydroxy-6-azaspiro[3.4]octane-6-carboxylate, obtained in step 6.1., in 45 mL of dichloromethane. The reaction medium is stirred at room temperature for 1 hour 30 minutes. After evaporating off the solvent, water is added to the reaction medium, the aqueous phase is separated out and extracted several times with dichloromethane, the combined organic phases are washed with saturated aqueous sodium chloride solution and dried over sodium sulfate, and the filtrate is concentrated under reduced pressure. After evaporating off the solvent, 1.90 g of product are obtained in the form of a brown oil, which is used without further purification in the following step.

후처리

  1. customobtained in step 6.1
  2. customAfter evaporating off the solvent, water
  3. additionis added to the reaction medium
  4. customthe aqueous phase is separated out
  5. extractionextracted several times with dichloromethane
  6. washthe combined organic phases are washed with saturated aqueous sodium chloride solution
  7. dry with materialdried over sodium sulfate
  8. concentrationthe filtrate is concentrated under reduced pressure
  9. customAfter evaporating off the solvent, 1.90 g of product
  10. customare obtained in the form of a brown oil, which
  11. customis used without further purification in the following step

출처 및 근거

ORD 기록
ord-6cbe3ba914b1450e87436a480e16a9a4
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889702B2

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