Hexane → 5,5,5-Trifluoro-1-pentynyl-tri(n-butyl)stannane

HRID 412161ノート

反応式

HRID 412161 の反応式
Br[C:2](Br)=[CH:3][CH2:4][CH2:5][C:6]([F:9])([F:8])[F:7].[Li]CCCC.[CH2:16]([Sn:20](Cl)([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][CH2:18][CH3:19].CCCCCC>O1CCCC1>[F:7][C:6]([F:9])([F:8])[CH2:5][CH2:4][C:3]#[C:2][Sn:20]([CH2:21][CH2:22][CH2:23][CH3:24])([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:16][CH2:17][CH2:18][CH3:19]

参加物

6

反応物 4

HCID 8058HexaneHCID 15096Tributyltin ChlorideHCID 185361221,1-Dibromo-5,5,5-trifluoro-1-penteneHCID 178418339Butyllithium

生成物 1

HCID 185360835,5,5-Trifluoro-1-pentynyl-tri(n-butyl)stannane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

To a −78° C. solution the product from Step A (0.935 mg, 3.31 mmol) in 10 mL of tetrahydrofuran was added n-BuLi solution (2.65 mL, 6.63 mmol, 2.5 M hexanes) dropwise. The reaction was stirred at −78° C. for one hour, then allowed to warm to room temperature for one hour. The solution was cooled to 0° C., and tributyltin chloride (0.898 mL, 3.31 mmol) was added. After 10 minutes, the solution was poured into hexane, washed with saturated NaHCO3 solution and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The product was isolated as a brown liquid which was used without further purification.

後処理

  1. temperatureto warm to room temperature for one hour
  2. temperatureThe solution was cooled to 0° C.
  3. waitAfter 10 minutes
  4. washwashed with saturated NaHCO3 solution and brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe product was isolated as a brown liquid which
  9. customwas used without further purification

出典と根拠

ORDレコード
ord-4da94bd174aa4d6ab284c7a2bec94def
出典データセット
uspto-grants-2003_05
特許番号
US06562823B1

反応ノート

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