Solketal → (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate

HRID 246044

반응식

HRID 246044 반응식
[CH3:1][C:2]1([CH3:9])[O:6][CH:5]([CH2:7][OH:8])[CH2:4][O:3]1.C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>ClCCl>[CH3:1][C:2]1([CH3:9])[O:6][CH:5]([CH2:7][O:8][S:18]([CH3:17])(=[O:20])=[O:19])[CH2:4][O:3]1

참가 물질

5

반응물 3

HCID 7528SolketalHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

생성물 1

HCID 15570840(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of (2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol (1.25 g, 9.46 mmol) and triethylamine (9.2 ml, 66.2 mmol) in dichloromethane (60 ml) at 0° C. was slowly added methanesulfonyl chloride (2.2 ml, 28.4 mmol). The reaction mixture was stirred at 0° C. for 2 h then quenched with water and the aqueous layer was extracted with dichloromethane. The combined organics were washed with 10% citric acid, sat NaHCO3, and brine then dried over MgSO4 and concentrated to afford methanesulfonic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester as a light brown oil which was used without further purification.

후처리

  1. customat 0° C.
  2. customthen quenched with water
  3. extractionthe aqueous layer was extracted with dichloromethane
  4. washThe combined organics were washed with 10% citric acid
  5. dry with materialthen dried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-402d486a81b84fbaa9544902b15926cb
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658646B2

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