1-ベンジル-4-ピペリドン

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

  H302：飲み込むと有害

  H315：皮膚刺激

  H319：強い眼刺激

• 注意書き

  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。

  P270：この製品を使用する時に、飲食または喫煙をしないこ と。

  P280：保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

  P301+P312：飲み込んだ場合：気分が悪い時は医師に連絡する 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。

1-ベンジル-4-ピペリドン 価格

MSDS Information

• 1-(Phenylmethyl)-4-piperidinone

1-ベンジル-4-ピペリドン 化学特性,用途語,生産方法

• 外観

  わずかにうすい黄色〜褐色, 澄明の液体

• 溶解性

  エタノール及びアセトンに溶け、水にほとんど溶けない。

• 用途

  有機合成原料。

• 化学的特性

  Clear colorless to straw coloured oily liquid

• 使用

  A substituted piperidine as pesticide

• 反応性

  As an important organic compound, N-Benzyl-4-piperidone could be used to synthesize many organic compounds. There are four ways to synthesize 1-benzylpiperidine-4-carbaldehyde using it as the raw material. The first method involves the Wittig reaction of (methoxymethyl) triphenylphosphonium chloride with N-benzyl-4-piperidone, followed by hydrolysis of the resulting enol ether. In another method, trimethylsilyl diazomethane is condensed with N-benzyl-4-piperidone, followed by hydrolysis to obtain the final product. In a third route, N-benzyl-4-piperidone is treated with trimethyloxosulfonium iodide to produce the corresponding epoxide. The epoxide is then rearranged in the presence of magnesium bromide etherate, resulting in 1-benzylpiperidine-4-carbaldehyde with high yields. In 2007, a patent described the Darzens condensation of N-benzyl-4-piperidone with ethyl chloroacetate, followed by decarboxylation[1].
  

• 合成

  1-Benzyl-4-piperidone was synthesized with benzylamine and methyl acrylate as raw materials via 1,4-addition, Dieckmann condensation and hydrolysis decarboxylafion reactions. Add 150 mL of anhydrous toluene and 2.8 g of metallic sodium to a 250 mL dry three-necked flask, stir and heat to reflux. Add 1 mL of anhydrous methanol, then slowly drop 28 g of N.N-bis(β-propionate methyl ester) benzylamine. After adding N.N-bis(β-propionate methyl ester), benzylamine is completed, reflux for 6 h. During the reflux process, the stirring speed needs to be increased, and 100 ml of anhydrous toluene is added to the reaction vessel in batches. Stop reflux, cool to room temperature, extract the mixture with 150 mL of 25% (mass fraction) hydrochloric acid solution, and reflux in an oil bath for 5 h until there is no colour change in the FeCl3 solution test, indicating that the reaction is over. Cool the reaction mixture, add 35% NaOH solution while stirring to neutralize to about pH=8.5, extract with ethyl acetate (100 ml×3), combine the ethyl acetate layers, wash with saturated NaCl solution, and dry over anhydrous magnesium sulfate. Ethyl acetate was recovered by distillation, and the remaining material was distilled under reduced pressure to obtain 14.8 g of 1-benzyl-4-piperidone with a yield of 78.4%. The product was a light yellow oily liquid.

• 純化方法

  If the physical properties show contamination, then dissolve it in the minimum volume of H2O, made strongly alkaline with aqueous KOH, extract it with toluene several times, dry the extract with K2CO3, filter, evaporate and distil the residue at high vacuum using a bath temperature of 160-190o, and redistil it. [Brookes & Walker J Chem Soc 3173 1957, Bolyard J Am Chem Soc 52 1030 1930.] The hydrochloride has m 159-161o (from Me2CO/Et2O), and the picrate has m 174-182o (from Me2CO/Et2O). [Grob & Brenneisen Helv Chim Acta 41 1184 1958, Beilstein 21/6 V 424.]

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