4-ベンジルオキシインドール

危険有害性情報のコード(GHS)

• 絵表示(GHS)

  

• 注意喚起語

  Warning

• 危険有害性情報

  H315：皮膚刺激

  H319：強い眼刺激

  H335：呼吸器への刺激のおそれ

• 注意書き

  P261：粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。

  P264：取扱い後は皮膚をよく洗うこと。

  P264：取扱い後は手や顔をよく洗うこと。

  P271：屋外または換気の良い場所でのみ使用すること。

  P280：保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

  P302+P352：皮膚に付着した場合：多量の水と石鹸で洗うこと。

  P305+P351+P338：眼に入った場合：水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。

4-ベンジルオキシインドール 価格

4-ベンジルオキシインドール 化学特性,用途語,生産方法

• 外観

  白色～微褐色の結晶または結晶性粉末

• 用途

  有機合成原料。

• 化学的特性

  Off-White Crystalline Solid with Few Darker (Brown) Particles

• 使用

  4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.

• 反応性

  4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.
  1. Reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition
  2. Reactant for preparation of indoles by Bartoli reductive cyclization as useful intermediates in medicinal chemistry research
  3. Reactant for synthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer
  4. Reactant for preparation of HCV inhibitors.
  5. Reactant for preparation of indol-3-yl tetramethylcyclopropyl ketones as CB2 cannabinoid receptor ligands
  6. Reactant for preparation of 4-aryl-4H-chromenes as apoptosis inducers

• 合成

  To a stirred solution of 162.2 g (0.50 mol) of (E)-6-benzyloxy-2-nitro-β-pyrrolidinostyrene in 1 L of THF and 1 L of methanol at 30°C under nitrogen is added 10 mL of Raney nickel followed by 44 mL (0.75 mol) of 85% hydrazine hydrate. Vigorous gas evolution is observed. The red color turns dark brown within 10 minutes, and the reaction temperature rises to 46°C. An additional 44 mL of 85% hydrazine hydrate is added after 30 min and again 1 hr later. The temperature is maintained between 45 and 50°C with a water bath during the reaction and for 2 hr after the last addition. The mixture is cooled to room temperature, and the catalyst is removed by filtration through a bed of Celite. The catalyst is washed several times with methylene chloride. The filtrate is evaporated, and the residue is dried by evaporating with 500 mL of toluene. The reddish residue (118.5 g), dissolved in ca. 1 L of toluene-cyclohexane (1 : 1), is applied to a column of 500 g of silica gel (70–230-mesh, Merck) prepared in the same solvent. Elution with 6.0 L of toluene–cyclohexane (1 : 1) followed by 3 L of toluene–cyclohexane (1 : 2) affords 108.3 g of white solid, which is crystallized from 150 mL of toluene and 480 mL of cyclohexane. 107.3 g (96% yield) of 4-benzyloxyindole is obtained in three crops as white prisms, mp 60–62°C.

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4-ベンジルオキシインドール スペクトルデータ(¹HNMR、¹³CNMR、IR1、IR2、MS)

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