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Tributyltin Chloride → Diethyl 5-tributylstannyl-2-furanphosphonate

HRID 354027
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HRID 354027 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[P:6]([O:11][CH2:12][CH3:13])(=[O:10])[O:7][CH2:8][CH3:9].C([N-]C1CCCCC1)(C)C.[Li+].[CH2:25]([Sn:29](Cl)([CH2:34][CH2:35][CH2:36][CH3:37])[CH2:30][CH2:31][CH2:32][CH3:33])[CH2:26][CH2:27][CH3:28]>C1COCC1>[CH2:34]([Sn:29]([CH2:25][CH2:26][CH2:27][CH3:28])([CH2:30][CH2:31][CH2:32][CH3:33])[C:5]1[O:1][C:2]([P:6]([O:7][CH2:8][CH3:9])(=[O:10])[O:11][CH2:12][CH3:13])=[CH:3][CH:4]=1)[CH2:35][CH2:36][CH3:37]
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참가 물질

5

반응물 3

HCID 15096Tributyltin ChlorideHCID 10877271Lithium cyclohexylisopropylamideHCID 12485182Phosphonic acid, 2-furanyl-, diethyl ester

생성물 1

HCID 22280515Diethyl 5-tributylstannyl-2-furanphosphonate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
-78 °C

실험 절차

A solution of diethyl 2-furanphosphonate (1 mmole, prepared as in Step C of Example 1) in THF was cooled at −78° C. and cannulated to a solution of lithium N-isopropyl-N-cyclohexylamide in THF at −78° C. over 15 min. The resulting mixture was stirred at −78° C. for 2 h and cannulated into a solution of tributyltin chloride (1 mmole) in THF at −78° C. over 20 min. The mixture was then stirred at −78° C. for 1 h, and at 25° C. for 12 h. Extraction and chromatography gave compound (14) as a light yellow oil.

후처리

  1. stirringThe mixture was then stirred at −78° C. for 1 h
  2. waitat 25° C. for 12 h
  3. extractionExtraction and chromatography

출처 및 근거

ORD 기록
ord-ac6d7a8faf9d4c838dfacd28699a9e3f
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06756360B1

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