Trimethylsilyl iodide → HCID 22916379, 화합물

HRID 1742277노트

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HRID 1742277 반응식
[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

참가 물질

4

반응물 2

HCID 85247Trimethylsilyl iodideHCID 9959140141548-31-4

생성물 1

HCID 22916379HCID 22916379, 화합물수율 15%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
-40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d1a3885b81f84adc9fe32a93fda47a79
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05338752

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