Sodium Hydroxide → 4-Benzoylphenylethyne

HRID 1095232

反応式

HRID 1095232 の反応式
C[C:2]1[C:3](C)=[C:4]([C:16]#[C:17]CO)[CH:5]=[CH:6][C:7]=1[C:8](=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:8]([C:7]1[CH:2]=[CH:3][C:4]([C:16]#[CH:17])=[CH:5][CH:6]=1)(=[O:15])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 66784736HCID 66784736、化合物

生成物 1

HCID 121320044-Benzoylphenylethyne収率 76.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
120 °C

実験手順

1.85 g (7 mmol) of dimethylhydroxymethyl-4-benzoylphenylacetylene and 294 mg (7.35 mmol) of NaOH (KISHIDA CHEMICAL CO., Ltd., 0.7 mm granular, 98%) were placed in a 50 mL two-neck flask equipped with a reflux condenser and the air inside the flask was replaced with Ar. 35 mL of toluene was added thereto and the mixture was refluxed at 120° C. for 0.5 hour. Toluene was added to the reaction mixture and the mixture was washed with a saturated aqueous ammonium chloride solution and dried over magnesium sulfate, followed by distilling off of the solvent under reduced pressure by an evaporator. The crude reaction product was purified by column chromatography (Hexane/AcOEt=10/1) using silica gel to give 4-benzoylphenylethyne as a pale brown solid (1.1 g, yield: 76%).

後処理

  1. customequipped with a reflux condenser
  2. washthe mixture was washed with a saturated aqueous ammonium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. distillationby distilling off of the solvent under reduced pressure by an evaporator
  5. customThe crude reaction product
  6. customwas purified by column chromatography (Hexane/AcOEt=10/1)

出典と根拠

ORDレコード
ord-4e35b02948d74e6db79e2694cfbf7142
出典データセット
uspto-grants-2012_03
特許番号
US08137821B2

関連ノート

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