Chlorotrimethylsilane → 2-[2-(2-Bromo-5-methoxy-phenyl)-ethyl]-2-phenyl-[1,3]dioxolane

HRID 1937770노트

반응식

HRID 1937770 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][CH2:11][C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:13].Cl[Si](C)(C)[CH3:22].[C:25]([O-:28])(O)=O.[Na+]>C(O)CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][CH2:11][C:12]1([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[O:28][CH2:25][CH2:22][O:13]1

참가 물질

5

반응물 3

HCID 6397ChlorotrimethylsilaneHCID 516892Sodium BicarbonateHCID 113929923-(2-Bromo-5-methoxy-phenyl)-1-phenyl-propan-1-one

생성물 1

HCID 98638172-[2-(2-Bromo-5-methoxy-phenyl)-ethyl]-2-phenyl-[1,3]dioxolane수율 97%

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

실험 절차

To a solution of crude 3-(2-Bromo-5-methoxy-phenyl)-1-phenyl-propan-1-one (1 9.43 g, 61 mmol) in dry ethylene glycol (300 ml) under a N2 atmosphere was added chlorotrimethylsilane (31 ml, 0.25 mol). The reaction was stirred at room temperature for 1 h. A 5% aqueous NaHCO3 (300 ml) was added. The mixture was extracted with diisopropyl ether, and the extracts were washed with brine. The combined ether extracts were dried with Na2SO4 and the solvent was removed under reduced pressure to produce a weight of 21.52 g crude 2-[2-(2-Bromo-5-methoxy-phenyl)-ethyl]-2-phenyl-[1,3]dioxolane (yield: 97%).

후처리

  1. extractionThe mixture was extracted with diisopropyl ether
  2. washthe extracts were washed with brine
  3. dry with materialThe combined ether extracts were dried with Na2SO4
  4. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-794867378db8487294a5a4391d8af0be
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06395911B1

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