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Dichloro(diisopropylamino)borane → HCID 131734357、化合物

HRID 625151
ノート
印刷プレビュー

反応式

HRID 625151 の反応式
[CH:1]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH:7]=1)=[CH:2][CH2:3][CH2:4][CH3:5].C([Li])CCC.[Cl:20][B:21](Cl)[N:22]([CH:26]([CH3:28])[CH3:27])[CH:23]([CH3:25])[CH3:24]>C(OCC)C>[Cl:20][B:21]([N:22]([CH:26]([CH3:28])[CH3:27])[CH:23]([CH3:25])[CH3:24])[CH:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]([CH:1]=[CH:2][CH2:3][CH2:4][CH3:5])=[CH:7]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 4139105Dichloro(diisopropylamino)boraneHCID 131734356HCID 131734356、化合物HCID 178418339Butyllithium

生成物 1

HCID 131734357HCID 131734357、化合物

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
-74 °C

実験手順

Metallocene MET-1, shown below, was synthesized by first reacting lithiated indene with 5-bromo-1-pentene. Pure 3-(1-pentenyl) indene was obtained via vacuum distillation as a pale yellow oil. One mole of 3-(1-pentenyl) indene was added to diethyl ether and cooled to −74° C., and one mole of n-butyllithium was added. The reaction mixture was stirred at 21° C. for 3 hr, then cooled again to −74° C., followed by the addition of a diethyl ether solution of dichloro(diisopropylamino) boron, and then stirred for 12 hr while warming to 21° C. The resulting yellow slurry was centrifuged, and the bright yellow solution was poured off and solvent removed under reduced pressure. Monochloro(diisopropylamino)-3-(1-pentenyl)indenylboron was obtained as a yellow oil. 1 mol of indene was added to diethyl ether and cooled to −74° C., then n-butyllithium was added and the solution was stirred at 20° C. for 3 hr. The solution was cooled to −74° C. and a diethyl ether solution of monochloro(diisopropylamino)-3-(1-pentenyl)indenylboron was added, resulting in an orange slurry, which was stirred at 20° C. for 12 hr. The reaction solution was filtered into a Schlenk-tube and the solvent was removed under reduced pressure, yielding Ligand-1 shown below.

後処理

  1. temperaturecooled again to −74° C.
  2. stirringstirred for 12 hr
  3. temperaturewhile warming to 21° C
  4. additionthe bright yellow solution was poured off
  5. customsolvent removed under reduced pressure

出典と根拠

ORDレコード
ord-8835d5e904b746d68d8e6e3bdf00c203
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09303110B2

反応ノート

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