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Water → 1-Ethynyl-3,5-dimethylbenzene

HRID 382900
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HRID 382900 반응식
C[Si](C)(C)[C:3]#[C:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[CH:6]=1.[OH-].[K+].O>C1COCC1.CO>[CH3:12][C:7]1[CH:6]=[C:5]([C:4]#[CH:3])[CH:10]=[C:9]([CH3:11])[CH:8]=1
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참가 물질

6

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 18362235(3,5-Dimethyl-phenylethynyl)-trimethyl-silane

생성물 1

HCID 64326111-Ethynyl-3,5-dimethylbenzene수율 82.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of crude 1-trimethylsilyl-2-(3,5-dimethylphenyl)acetylene (105 mmol, theoretical maximum) in THF (70 mL) and MeOH (280 mL) was cooled in an ice/water bath during addition of 8N KOH (16 mL, 128 mmol) and water (25 mL) and the reaction was then removed from ice/water bath. After 1 h, approximately half of the organic solvent was removed in vacuo. Hexanes (1 L) and water (400 mL) were added. The organic layer was washed with saturated brine, dried (Na2SO4), and concentrated to give 11.3 g of 1-(3,5-dimethylphenyl)acetylene as a brown oil:

후처리

  1. customthe reaction was then removed from ice/water bath
  2. customapproximately half of the organic solvent was removed in vacuo
  3. additionHexanes (1 L) and water (400 mL) were added
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f2b51390df4e4b91ab52cc34b220a5d7
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06310247B1

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