Borane;tetrahydrofuran → 3-(Aminomethyl)-4-iodophenol

HRID 2236472ノート

反応式

HRID 2236472 の反応式
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([I:10])=[C:6]([CH:9]=1)[C:7]#[N:8].B.C1COCC1>C1COCC1>[NH2:8][CH2:7][C:6]1[CH:9]=[C:2]([OH:1])[CH:3]=[CH:4][C:5]=1[I:10]

参加物

4

反応物 2

HCID 2723981Borane;tetrahydrofuranHCID 686960525-Hydroxy-2-iodobenzonitrile

生成物 1

HCID 593000293-(Aminomethyl)-4-iodophenol収率 32.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 5-Hydroxy-2-iodo-benzonitrile (245 mg, 1 mmol) in THF (3 mL) is added BH3.THF (6 mL, 1 M solution in THF) under N2. The mixture is then allowed to stir at room temperature for 24 hours. The reaction is then quenched with 6N HCl. THF is then removed and the aqueous layer is then neutralized with ammonium hydroxide to pH 9. The mixture is then extracted with CHCl3/MeOH (9:1). The organic layer dried and evaporated and the residue is chromatographed to provide the desired product (80 mg, 32%).

後処理

  1. customThe reaction is then quenched with 6N HCl
  2. customTHF is then removed
  3. extractionThe mixture is then extracted with CHCl3/MeOH (9:1)
  4. customThe organic layer dried
  5. customevaporated
  6. customthe residue is chromatographed

出典と根拠

ORDレコード
ord-1e0c066abd264201af02fb95b0cb6613
出典データセット
uspto-grants-2010_05
特許番号
US07713994B2

反応ノート

読み込み中…