Water → 2-((S)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-ethanol

HRID 1807059노트

반응식

HRID 1807059 반응식
C([Si](C)(C)[O:6][CH2:7][CH2:8][C@H:9]1[C:13]([CH3:15])([CH3:14])[O:12][C:11]([CH3:17])([CH3:16])[O:10]1)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O>O1CCCC1>[CH3:16][C:11]1([CH3:17])[O:10][C@@H:9]([CH2:8][CH2:7][OH:6])[C:13]([CH3:15])([CH3:14])[O:12]1

참가 물질

5

반응물 3

HCID 962WaterHCID 2724141Tetrabutylammonium FluorideHCID 67299820tert-butyl-dimethyl-[2-((S)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-ethoxy]-silane

생성물 1

HCID 672994832-((S)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-ethanol수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Step F To the solution of tert-butyl-dimethyl-[2-((S)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-ethoxy]-silane (4.56 g, 15.8 mmol) in tetrahydrofuran (20 mL) at 0° C. was added a solution of tetrabutylammonium fluoride (1 M, 20 mL, 20 mmol). The reaction mixture was stirred at room temperature for 1 h. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous NaHCO3 solution, brine, dried over MgSO4, and concentrated to give 2-((S)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-ethanol as a yellow oil (2.7 g, 100%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with saturated aqueous NaHCO3 solution, brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fa11ba77150a4d23a335711a9a18d4df
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354444B2

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