2,2-Difluoro-3-Tetrahydropyranyloxypropyl Trifluoromethanesulfonate → HCID 19937334, 화합물

HRID 36588노트

반응식

HRID 36588 반응식
FC(F)(F)S(O[CH2:7][C:8]([F:18])([F:17])[CH2:9][O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)(=O)=O.[C:21]1(=[O:31])[NH:25][C:24](=[O:26])[C:23]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:22]12.[K]>CN(C)C=O>[F:17][C:8]([F:18])([CH2:7][N:25]1[C:24](=[O:26])[C:23]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:22]2[C:21]1=[O:31])[CH2:9][O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1

참가 물질

4

반응물 2

HCID 199373062,2-Difluoro-3-Tetrahydropyranyloxypropyl TrifluoromethanesulfonateHCID 24194345Phthalimide potassium salt

생성물 1

HCID 19937334HCID 19937334, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
85 °C

실험 절차

A mixture of 2,2-difluoro-3-tetrahydropyranyloxypropyl trifluoromethanesulfonate (2.3 g, 7 mmol), potassium phthalimide (1.4 g, 7.7 mmol) and anhydrous dimethylformamide (50 ml) under nitrogen was stirred and heated at 85° C. overnight. After cooling, salts are filtered off, and the solvent was removed in uacuo. The residue was taken up in dichloromethane (100 ml), washed with 0.5M NaOH (30 ml) and brine. The organic phase was separated, dried over magnesium sulfate and concentrated. The desired compound 2,2-difluoro-3-phthalimido-1-tetrahydropyranyloxypropane was purified by flash chromatography on silica gel (ethyl acetate:hexane; 20:80) (2 g, 90%).

후처리

  1. temperatureAfter cooling
  2. filtrationsalts are filtered off
  3. customthe solvent was removed in uacuo
  4. washwashed with 0.5M NaOH (30 ml) and brine
  5. customThe organic phase was separated
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe desired compound 2,2-difluoro-3-phthalimido-1-tetrahydropyranyloxypropane was purified by flash chromatography on silica gel (ethyl acetate:hexane; 20:80) (2 g, 90%)

출처 및 근거

ORD 기록
ord-9245fec62a834adabef0ee2af378a6c1
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416076

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