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Chlorotrimethylsilane → (4-Chloro-2,6-difluorophenyl)trimethylsilane

HRID 1772867
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HRID 1772867 반응식
[Li]CCCC.[Cl:6][C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[C:9]([F:14])[CH:8]=1.Cl[Si:16]([CH3:19])([CH3:18])[CH3:17]>C1COCC1>[Cl:6][C:7]1[CH:12]=[C:11]([F:13])[C:10]([Si:16]([CH3:19])([CH3:18])[CH3:17])=[C:9]([F:14])[CH:8]=1
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참가 물질

5

반응물 3

HCID 6397ChlorotrimethylsilaneHCID 137000Benzene, 1-chloro-3,5-difluoro-HCID 178418339Butyllithium

생성물 1

HCID 18935733(4-Chloro-2,6-difluorophenyl)trimethylsilane

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
-70 °C

실험 절차

A solution of 2.5M n-BuLi in hexanes (60 ml, 0.15 mol) was added dropwise to a solution of 1-chloro-3,5-difluorobenzene (19.2 g, 0.13 mol) in THF (200 mL) cooled to −70° C. under Ar. After the addition was complete, the mixture was stirred for 1 h before a solution of chlorotrimethylsilane (21.7 g, 0.2 mol) in THF (25 mL) was added dropwise. The reaction was allowed to warm to rt with stirring overnight before cooling and quenching with H2O. The phases were separated and pentane (200 mL) was added; after washing with H2O the solution was dried over MgSO4 and carefully concentrated in vacuo to yield the title compound as a solution in THF (46 g) which was in the next step without further purification.

후처리

  1. additionAfter the addition
  2. additionwas added dropwise
  3. temperatureto warm to rt
  4. temperaturebefore cooling
  5. customquenching with H2O
  6. customThe phases were separated
  7. additionpentane (200 mL) was added
  8. washafter washing with H2O the solution
  9. dry with materialwas dried over MgSO4
  10. concentrationcarefully concentrated in vacuo

출처 및 근거

ORD 기록
ord-6d3fd43fc00d4eeca191889ae9abdcfd
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09249160B2

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