2,2-Difluoro-3-Tetrahydropyranyloxypropyl Trifluoromethanesulfonate → HCID 19937334、化合物

HRID 1032918ノート

反応式

HRID 1032918 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 19937334HCID 19937334、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
85 °C

実験手順

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 vacuo. 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%).

後処理

  1. temperatureAfter cooling
  2. filtrationsalts are filtered off
  3. customthe solvent was removed in vacuo
  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%)

出典と根拠

ORDレコード
ord-66ac46dd75a04d0c98c2133c2beed5a8
出典データセット
uspto-grants-1994_05
特許番号
US05308837

反応ノート

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