Hydrochloric Acid → Allyl-(4-ethynyl-phenyl)-dimethyl silane

HRID 852977ノート

反応式

HRID 852977 の反応式
[CH2:1]([Si:4]([CH3:18])([CH3:17])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][Si](C)(C)C)=[CH:7][CH:6]=1)[CH:2]=[CH2:3].[OH-].[K+].Cl>CO>[CH2:1]([Si:4]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[CH:12])=[CH:7][CH:6]=1)([CH3:18])[CH3:17])[CH:2]=[CH2:3]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 121840521-(Allyldimethylsilanyl)-4-trimethylsilanylethynyl benzene

生成物 1

HCID 12184053Allyl-(4-ethynyl-phenyl)-dimethyl silane収率 90%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

1.36 g (5 mmol) of 1-(allyldimethylsilanyl)-4-trimethylsilanylethynyl benzene was suspended in 5 mL of methanol and 5 mL of methanol solution containing 330 mg (5 mmol) of potassium hydroxide was added to the resultant suspension at a temperature of 0° C. and stirred for 40 minutes. Further, the resultant solution was turned acidic by adding 5 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 a rotary evaporator to obtain a crude product, which was then purified by silica gel column chromatography (developing solvent: hexane) to obtain 0.90 g (4.49 mmol) of allyl-(4-ethynyl-phenyl)-dimethyl silane (3a), which was colorless and oily. The yield was 90%.

後処理

  1. extractionsubjected to extraction
  2. washThe organic layer thus created was then washed with saturated sodium hydrogen carbonate and also with saturated brine
  3. customdried
  4. customAfter the desiccating agent was removed by filtration
  5. customthe solvent was removed
  6. customa 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-185d21ad3fda475c86e7d4a114b15204
出典データセット
uspto-grants-2007_08
特許番号
US07253243B2

反応ノート

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