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Bromotrimethylsilane → 4-Bromomethyl-2'-(methoxycarbonyl)amino-1,1'-biphenyl

HRID 1647326
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HRID 1647326 반응식
O[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH:15][C:16]([O:18][CH3:19])=[O:17])=[CH:5][CH:4]=1.[Br:20][Si](C)(C)C>C(Cl)Cl>[Br:20][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH:15][C:16]([O:18][CH3:19])=[O:17])=[CH:5][CH:4]=1
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참가 물질

4

반응물 2

HCID 76113BromotrimethylsilaneHCID 218367054-Hydroxymethyl-2'-(methoxycarbonyl)amino-1,1'-biphenyl

생성물 1

HCID 218365754-Bromomethyl-2'-(methoxycarbonyl)amino-1,1'-biphenyl수율 63.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 4-hydroxymethyl-2'-(methoxycarbonyl)amino-1,1'-biphenyl (239 mg, 0.93 mmol) in methylene chloride (4 mL) was treated with bromotrimethylsilane (3.0 mL, 22.7 mmol). The reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with additional methylene chloride and washed with saturated aqueous sodium chloride. After drying over magnesium sulfate, the filtered organic layer was evaporated under vacuum The residue was purified by preparative thin layer chromatography on silica gel, eluting with methylene chloride-methanol (100:3) to give 190 mg of the product.

후처리

  1. washwashed with saturated aqueous sodium chloride
  2. dry with materialAfter drying over magnesium sulfate
  3. customthe filtered organic layer was evaporated under vacuum The residue
  4. customwas purified by preparative thin layer chromatography on silica gel
  5. washeluting with methylene chloride-methanol (100:3)

출처 및 근거

ORD 기록
ord-a51985962e3c4cada032310b0a07d30f
출처 데이터셋
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05430144

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