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

HRID 852977노트

반응식

HRID 852977 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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%.

후처리

  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)

출처 및 근거

ORD 기록
ord-185d21ad3fda475c86e7d4a114b15204
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253243B2

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