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

HRID 430851ノート

反応式

HRID 430851 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

実験手順

To a solution of crude 3-(2-Bromo-5-methoxy-phenyl)-1-phenyl-propan-1-one (19.43 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%).

後処理

  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

出典と根拠

ORDレコード
ord-4827b171ff054d59ac18543ce3851fc6
出典データセット
uspto-grants-2001_11
特許番号
US06323345B1

反応ノート

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