Water → 2-Ethynylbenzaldehyde

HRID 1644714

반응식

HRID 1644714 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 6403682-Ethynylbenzaldehyde수율 73%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4a229ec1613549fa8e1930ca217e09d5
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124629B2

연결된 노트

불러오는 중…