Sodium Hydroxide → 1-(4-Ethynylphenyl)ethan-1-one

HRID 1095234ノート

反応式

HRID 1095234 の反応式
C[C:2]1[C:3](C)=[C:4]([C:11]#[C:12]CO)[CH:5]=[CH:6][C:7]=1[C:8](=[O:10])[CH3:9].[OH-].[Na+]>C1(C)C=CC=CC=1>[C:8]([C:7]1[CH:6]=[CH:5][C:4]([C:11]#[CH:12])=[CH:3][CH:2]=1)(=[O:10])[CH3:9]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 66784133Dimethylhydroxymethyl-4-acetylphenylacetylene

生成物 1

HCID 51236261-(4-Ethynylphenyl)ethan-1-one収率 56%

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

1.45 g (7.17 mmol) of dimethylhydroxymethyl-4-acetylphenylacetylene and 301 mg (7.53 mmol) of NaOH (KISHIDA CHEMICAL CO., Ltd., 0.7 mm granular, 98%) were placed in a 100 mL two-neck flask equipped with a reflux condenser and the air inside the flask was replaced with Ar. 36 mL of toluene was added thereto and the mixture was refluxed at 120° C. for 15 minutes. 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. Then, 25 mL of hexane was added to the resulting crude reaction product and the mixture was cooled to give 4-acetylphenylethyne as a yellow solid. (0.74 g, yield: 56%).

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. additionThen, 25 mL of hexane was added to the resulting crude
  6. customreaction product
  7. temperaturethe mixture was cooled

出典と根拠

ORDレコード
ord-51a39bf682344d698bde5af78593cdee
出典データセット
uspto-grants-2012_03
特許番号
US08137821B2

反応ノート

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