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

HRID 2236472노트

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HRID 2236472 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 593000293-(Aminomethyl)-4-iodophenol수율 32.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-1e0c066abd264201af02fb95b0cb6613
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713994B2

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