Trimethylsilyl iodide → HCID 22916379、化合物

HRID 1742277ノート

反応式

HRID 1742277 の反応式
[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:9]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][P:31]([O:36]CC)(=[O:35])[O:32]CC)[C:8]2=[O:39])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si](I)(C)C>C(Cl)(Cl)Cl>[C:1]1([N:7]2[C:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[C:10]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:9]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][P:31]([OH:36])(=[O:32])[OH:35])[C:8]2=[O:39])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 2

HCID 85247Trimethylsilyl iodideHCID 9959140141548-31-4

生成物 1

HCID 22916379HCID 22916379、化合物収率 15%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
-40 °C

実験手順

Diethyl 7-(3,4,5-triphenyl-2-oxo-2,3-dihydroimidazol-1-yl)heptanephosphonate (0.58 g) was dissolved in dry chloroform, cooled to -40° C. and to it was added trimethylsilyl iodide (1.05 g) over 2 mins under an atmosphere of nitrogen. The cooling bath was removed and the reaction mixture was stirred for 2.5 hours at room temperature then evaporated to an oil and re-evaporated from methanol, treated with excess aqueous sodium bicarbonate, evaporated to an oil and re-evaporated from methanol, water and ethanol respectively. The oil was taken up in ethanol, treated with excess aqueous sodium bicarbonate, evaporated to dryness then taken up in ethanol, filtered and the filtrate evaporated to an oil which solidified under ether. The solid was dissolved in water and passed down a Dowex 1×2-200 ion exchange resin in the formate form. Elution with aqueous formic acid gave on evaporation of the solvent 7-(3,4,5-triphenyl-2-oxo-2,3-dihydroimidazol-1-yl)heptanephosphonic acid (0.078 g, 15%) as a light brown foam.

後処理

  1. customThe cooling bath was removed
  2. customthen evaporated to an oil
  3. customre-evaporated from methanol
  4. additiontreated with excess aqueous sodium bicarbonate
  5. customevaporated to an oil
  6. customre-evaporated from methanol, water and ethanol respectively
  7. additiontreated with excess aqueous sodium bicarbonate
  8. customevaporated to dryness
  9. filtrationfiltered
  10. customthe filtrate evaporated to an oil which
  11. dissolutionThe solid was dissolved in water
  12. washElution with aqueous formic acid

出典と根拠

ORDレコード
ord-d1a3885b81f84adc9fe32a93fda47a79
出典データセット
uspto-grants-1994_08
特許番号
US05338752

反応ノート

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