Chlorotriethylsilane → 1-Ethoxymethyl-4-(triethylsilyloxymethyl)-1H-imidazole

HRID 242370노트

반응식

HRID 242370 반응식
[CH2:1]([O:3][CH2:4][N:5]1[CH:9]=[C:8]([CH2:10][OH:11])[N:7]=[CH:6]1)[CH3:2].[CH2:12]([Si:14](Cl)([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13]>ClCCl.CN(C1C=CN=CC=1)C.O>[CH2:1]([O:3][CH2:4][N:5]1[CH:9]=[C:8]([CH2:10][O:11][Si:14]([CH2:17][CH3:18])([CH2:15][CH3:16])[CH2:12][CH3:13])[N:7]=[CH:6]1)[CH3:2]

참가 물질

6

반응물 2

HCID 13819ChlorotriethylsilaneHCID 682713641-Ethoxymethyl-1H-imidazole-4-methanol

생성물 1

HCID 710871261-Ethoxymethyl-4-(triethylsilyloxymethyl)-1H-imidazole

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

The compound (520 mg) obtained in (2) was dissolved in dichloromethane (30 mL), followed by addition of triethylsilyl chloride (1.12 mL), TEA (1.16 mL) and DMAP (catalytic amount) under stirring, and the stirring was continued for 17 hours. The reaction solution was diluted with water, and extracted with chloroform. The combined extract was washed with saturated brine, dried over anhydrous sodium sulfate, and subsequently the solvent was distilled off under reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate/hexane=10%→80%) using silica gel column (product name: SNAP Cartridge KP-Sil 50 g, manufactured by Biotage, Ltd.) to afford the title compound (665 mg).

후처리

  1. extractionextracted with chloroform
  2. extractionThe combined extract
  3. washwas washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationsubsequently the solvent was distilled off under reduced pressure
  6. customThe resulting residue was purified by flash chromatography (ethyl acetate/hexane=10%→80%)

출처 및 근거

ORD 기록
ord-cb1d220ce0b448339ed7b40c8f9dd220
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653126B2

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