Triethylamine → Methanesulfonic acid 2-[3-(2-methanesulfonyloxy-ethyl)-oxetan-3-YL]-ethyl ester

HRID 1850310노트

반응식

HRID 1850310 반응식
[OH:1][CH2:2][CH2:3][C:4]1([CH2:8][CH2:9][OH:10])[CH2:7][O:6][CH2:5]1.CCN(CC)CC.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>C(Cl)Cl.O>[CH3:18][S:19]([O:1][CH2:2][CH2:3][C:4]1([CH2:8][CH2:9][O:10][S:19]([CH3:18])(=[O:21])=[O:20])[CH2:7][O:6][CH2:5]1)(=[O:21])=[O:20]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 585475403,3-Oxetanediethanol

생성물 1

HCID 86660168Methanesulfonic acid 2-[3-(2-methanesulfonyloxy-ethyl)-oxetan-3-YL]-ethyl ester수율 74.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-[3-(2-Hydroxy-ethyl)-oxetan-3-yl]-ethanol (123) (1.3 g, 8.9 mmol) in CH2Cl2 (20 mL) at 0° C. was added Et3N (2.7 g, 26.7 mmol) and methanesulfonyl chloride (2.0 g, 17.8 mmol). The solution was allowed to warm to RT and stirred for 15 min. The reaction mixture was diluted with water (80 mL). The aqueous phase was extracted with CH2Cl2 (3×50 mL) and the combined organic extracts were washed with brine (100 mL), dried over MgSO4, filtered, and concentrated to give the product (124) (2.0 g, 6.6 mmol, yield: 74%). ESI-MS (M+1): 303 calc. for C9H18O7S2 302.

후처리

  1. extractionThe aqueous phase was extracted with CH2Cl2 (3×50 mL)
  2. washthe combined organic extracts were washed with brine (100 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dac41a9bd69349a7824f0259369033a3
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957073B2

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