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Methanol → 1-allyl-2-(4-ethynyl-phenyl)-1,1,2,2-tetramethyl-disilane

HRID 852978
ノート
印刷プレビュー

反応式

HRID 852978 の反応式
CO.[OH-].[K+].[CH2:5]([Si:8]([CH3:25])([CH3:24])[Si:9]([CH3:23])([CH3:22])[C:10]1[CH:15]=[CH:14][C:13]([C:16]#[C:17][Si](C)(C)C)=[CH:12][CH:11]=1)[CH:6]=[CH2:7]>Cl>[CH2:5]([Si:8]([CH3:24])([CH3:25])[Si:9]([C:10]1[CH:15]=[CH:14][C:13]([C:16]#[CH:17])=[CH:12][CH:11]=1)([CH3:23])[CH3:22])[CH:6]=[CH2:7]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 887Methanol2 回HCID 14797Potassium HydroxideHCID 12184054HCID 12184054、化合物

生成物 1

HCID 121840551-allyl-2-(4-ethynyl-phenyl)-1,1,2,2-tetramethyl-disilane収率 65%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
0 °C

実験手順

45 mL of methanol containing 1.98 g (30 mmol) of potassium hydroxide was added to 45 mL of methanol containing 9.92 g (30 mmol) of 1-allyl-1,1,2,2-tetramethyl-2-(4-trimethylsilanylethynylphenyl) disilane to obtain a mixture, which was stirred for 30 minutes at a temperature of 0° C. Further, the resultant solution was turned acidic by adding 30 mL of 1M hydrochloric acid thereto and subjected to extraction using ether. The organic layer thus created was then washed with saturated sodium hydrogen carbonate and also with saturated brine and dried using magnesium sulfate as a desiccating agent. After the desiccating agent was removed by filtration, the solvent was removed by a rotary evaporator to obtain a crude product, which was then purified by silica gel column chromatography (developing solvent: hexane) to obtain 5.03 g (19.44 mmol) of 1-allyl-2-(4-ethynyl-phenyl)-1,1,2,2-tetramethyl-disilane (4a) which was colorless and oily. The yield was 65%.

後処理

  1. customto obtain a mixture, which
  2. extractionsubjected to extraction
  3. washThe organic layer thus created was then washed with saturated sodium hydrogen carbonate and also with saturated brine
  4. customdried
  5. customAfter the desiccating agent was removed by filtration
  6. customthe solvent was removed by a rotary evaporator
  7. customto obtain a crude product, which
  8. customwas then purified by silica gel column chromatography (developing solvent: hexane)

出典と根拠

ORDレコード
ord-a8902f30c57c4a8e9913fe1a45c98ffc
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07253243B2

反応ノート

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