Water → 2-Ethynylbenzaldehyde

HRID 1644714

反応式

HRID 1644714 の反応式
C[Si](C)(C)[C:3]#[C:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=[O:8].[F-].[K+].O>CN(C)C=O>[C:4]([C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=[O:8])#[CH:3]

参加物

5

反応物 3

HCID 962WaterHCID 522689Potassium FluorideHCID 27716412-[(Trimethylsilyl)ethynyl]benzaldehyde

生成物 1

HCID 6403682-Ethynylbenzaldehyde収率 73%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-trimethylsilanylethynyl-benzaldehyde (6 g, 29.70 mmol) in N,N-dimethylformamide (10 mL) was added potassium fluoride (1 g, 17.2 mmol). The reaction mixture was stirred at room temperature for 30 minutes. The resulting solution was poured into water, and then extracted with dichloromethane. The collected organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo. Flash chromatography (RediSep® Flash column, 230-400 mesh, 0-25% ethyl acetate in hexane) gave 2-ethynyl-benzaldehyde (2.8 g, 73%) as a white solid. MS (ESI+) cald for C9H6O [(M+H)+] 130, obsd. 131.

後処理

  1. extractionextracted with dichloromethane
  2. dry with materialThe collected organic layers were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4a229ec1613549fa8e1930ca217e09d5
出典データセット
uspto-grants-2012_02
特許番号
US08124629B2

関連ノート

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