Allyltributylstannane → 4-Allyl-3-methoxybenzonitrile

HRID 1519593ノート

反応式

HRID 1519593 の反応式
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11].[CH2:12]([Sn](CCCC)(CCCC)CCCC)[CH:13]=[CH2:14].[Li+].[Cl-]>C1(C)C=CC=CC=1>[CH2:14]([C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11])[CH:13]=[CH2:12]

参加物

5

反応物 3

HCID 90628AllyltributylstannaneHCID 433294Lithium ChlorideHCID 225911814-Bromo-3-methoxybenzonitrile

生成物 1

HCID 675133484-Allyl-3-methoxybenzonitrile

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 4-bromo-3-methoxybenzonitrile (1.4 g, 6.7 mmol), allyl-tributyl-stannane (2.7 g, 8.1 mmol), LiCl (0.86 mg, 20 mmol) and Pd(PPh)4 (0.2 g) in 25 mL of anhydrous toluene was refluxed under N2 overnight. Checked the reaction with TLC and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the product 4-allyl-3-methoxybenzonitrile. MS m/z: 174 (M+1)+.

後処理

  1. temperaturewas refluxed under N2 overnight
  2. customChecked the reaction with TLC
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-471152da6fcf4871bc1fe388b8187691
出典データセット
uspto-grants-2015_07
特許番号
US09073882B2

反応ノート

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